Ammonia → [4-(3-Pyridylmethyloxymethyl)-2-phenylbenzoyl]methionine

HRID 2121160Notes

Reaction equation

HRID 2121160 reaction equation
C[O:2][C:3](=[O:33])[C@H:4]([CH2:29][CH2:30][S:31][CH3:32])[NH:5][C:6](=[O:28])[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][O:14][CH2:15][C:16]2[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=2)=[CH:9][C:8]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.N>>[N:18]1[CH:19]=[CH:20][CH:21]=[C:16]([CH2:15][O:14][CH2:13][C:10]2[CH:11]=[CH:12][C:7]([C:6]([NH:5][C@H:4]([C:3]([OH:33])=[O:2])[CH2:29][CH2:30][S:31][CH3:32])=[O:28])=[C:8]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:9]=2)[CH:17]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 54010286[4-(3-Pyridylmethyloxymethyl)-2-phenylbenzoyl]methionine methyl ester

Product 1

HCID 53653711[4-(3-Pyridylmethyloxymethyl)-2-phenylbenzoyl]methionine

Procedure

The desired compound was prepared by saponification of [4-(3-pyridylmethyloxymethyl)-2-phenylbenzoyl]methionine methyl ester, prepared as in Example 183C using the procedure of Example 183B; 1H NMR (CDCl3, 300 MHz) δ 1.66-2.17 (4H, m), 2.02 (3H, s), 4.62 (1H, m), 4.76 (2H, s), 4.78 (2H, s), 6.31 (1H, d, J=6.3 Hz), 7.23-7.44 (7H, m), 7.71 (1H, d, J=7.8 Hz), 7.86 (1H, m), 8.34 (1H, m), 8.65 (1H, m), 8.72 (1H, m); MS (DCI/NH3) m/e 451 (M+H)+. Anal calcd for C25H26N2O4S.1.45HCl: C, 59.65; H, 5.50; N, 5.56. Found: C, 59.80; H, 5.11; N, 5.26.

Sources & evidence

ORD record
ord-e3a53fc9e52d4ffead79e62bac33ab68
Source dataset
uspto-grants-2004_02
Patent number
US06693123B2

Reaction notes

Loading…