The assays were completed in your final level of 50 L containing 50 mmol/L MOPS, 6 pH

The assays were completed in your final level of 50 L containing 50 mmol/L MOPS, 6 pH.8, 10 mol/L OMFP, 20 nmol/L recombinant enzyme, Esmolol 2 mmol/L dithiothreitol , 1 mmol/L EDTA, and 2% DMSO. 1H), 7.61 (d, = 8.0 Hz, 1H), 7.84 (dd, = 1.2 Hz, 7.6 Hz, 1H); MS (ESI): calcd. for C17H14BrN2 [M+H]+ 325.0/327.0, found: 325.4/327.7. (5). Produce = 52%, mp 148.1C152.2 C; 1H-NMR (DMSO-= 7.2 Hz, 2H), 6.62 (s, 2H), 6.82 (d, = 8.0 Hz, 2H), 6.98 (d, = 8.4 Hz, 2H), 7.14 (dd, = 7.6 Hz, 8.0 Hz, 2H), 7.41(d, = 8.4 Hz, 2H), 9.54 (s, 1H); Esmolol MS (ESI): calcd. for Esmolol C17H15N2O[M+H]+ 263.1, found: 263.2. (6). Produce = 55%, mp 204.4C208.4 C; 1H-NMR (DMSO-= 7.6 Hz, 2H), 6.90 (s, 2H), 7.01(d, = 7.6 Hz, 2H), 7.17 (dd, = 7.6 Hz, 8.0 Hz, 2H), 7.60 (t, = 9.2 Hz, 1H), 7.99 (dt, = 2.4 Hz, 6.8 Hz, 1H), 8.14 (dd, = 2.4 Hz, 6.4 Hz, 1H); MS (ESI): calcd. forC18H13FN3[M+H]+ 290.1, found: 290.3. (7). Produce = 54%; 1H-NMR (DMSO-= 7.2 Hz, 2H), 6.99 (s, 2H), 7.01 (d, = 8.4 Hz, 2H), 7.18 (dd, = 7.6 Hz, 8.0 Hz, 2H), 7.85 (d, = 8.8 Hz, 2H), 8.28 (d, = 8.8 Hz, 2H); MS (ESI): calcd. for C17H14N3O2 [M+H]+ 292.1, found: 292.5. 3.1.2. Process of the Planning of Substance 8 The combination of substance 7 (100 mg, 0.34 mmol), iron (38.5 mg, 0.69 mmol) and NH4Cl (55.2 mg, 1.03 mmol) in the answer of ethanol (2 mL) and water (1 mL) was heated at 90 C for 3 h. After purification, the filter wedding cake was cleaned with EtOAc, focused the filtrate, and dried out to afford substance 8 (80 mg, 89%), mp 166.4C171.9 C. 1H-NMR (DMSO-= 8.0 Hz, 2H), 6.53 (s, 2H), 6.62 (d, = 8.0 Hz, 2H), 6.96 (d, = 8.0 Hz, 2H), 7.13 (dd, = 7.6 Hz, 8.0 Hz, 2H), 7.26 (d, = 8.0 Hz, 2H); MS (ESI): calcd. for C17H16N3[M+H]+ 262.1, found: 262.1. 3.1.3. General Process of the Planning of Derivatives 9C19 To a stirred option of naphthalene-1,8-diamine(500 mg, 3.16 mmol)in methanol (10 mL) was added a remedy of 4-formylbenzoic acidity methyl ester (621.6 mg, 3.79 mmol) in methanol (5 mL), accompanied by Zn(OAc)2 (58.2 mg, 0.26 mmol). The mix was stirred Tnf at area temperatures for 16 h. After purification, the filter wedding cake was cleaned with methanol, dried out to give substance 9 (300 mg, 31%), mp 165.0C168.2 C. 1H-NMR (CDCl3) = 1.6 Hz, 6.8 Hz, 2H), 7.24C7.30 (m, 4H), 7.72 (d, = 8.0 Hz, 2H), 8.11 (d, = 8.0 Hz, 2H); MS (ESI): calcd. for C19H17N2O2 [M+H]+ 305.1, found: 305.2. LiOHH2O (43.5 mg, 0.99 mmol) was put into a remedy of chemical substance 9 (100 mg, 0.33 mmol) in THF (1 mL)/H2O (1 mL). The mix was stirred at area temperatures for 3 h. After removal of THF, water level was cleaned with EtOAc, and acidified with HCl (1 M) to pH = 2, filtered and dried out to get substance 1 (50 mg, 53%), mp 265 C; 1H-NMR (DMSO-= 7.2 Hz, 2H), 6.87 (s, 2H), 7.00 (d, = 8.0 Hz, 2H), 7.17 (dd, = 7.6 Hz, 8.0 Hz, 2H), 7.72 (d, = 8.4 Hz, 2H), 7.99 (d, = 8.0 Hz, 2H), 12.93 (brs, 1 H); MS (ESI): calcd. forC18H15N2O2[M+H]+ 291.1, found: 291.0. To a stirred option of substance 1 (1.0 g, 3.4 mmol) in DMF (10 mL) was added methyl glycinate (0.3 g, 3.4 mmol), accompanied by EDCI (1.0 g, 5.2 mmol) and DMAP (0.04 g, 0.34 mmol). The mix was stirred at 40 C overnight. The response was diluted with EtOAc.