Ammonia → HCID 53828599, compound

HRID 2121214Notes

Reaction equation

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

Participants

Reactant 2

HCID 222Ammonia

HCID 54176564HCID 54176564, compound

Product 1

HCID 53828599HCID 53828599, compound

Procedure

The desired compound was prepared by saponification of [4-(3-pyridyloxymethyl)-2-phenylbenzoyl]cysteine methyl ester, prepared as in Example 242E, using the procedure of Example 165. 1H NMR (300 MHz, DMSO-d6) d 8.77 (d, 1H), 0.58 (d, 1H), 8.35 (d, 1H), 7.85 (dd, 1H), 7.63 (dd, 1H), 7.52 (m, 5H), 7.36 (m, 3H), 5.38 (s, 2H), 4.44 (m, 1H), 3.90 (dd, 1H), 3.72 (dd, 1H), 2.05 (s 3H). MS (DCI-NH3) m/e 423 (M+H)+, 440 (M+NH4)+.

Sources & evidence

ORD record: ord-4bb3cd4ea5f0455c831e90e77dd349c3
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06693123B2

Reaction notes

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