Glycine methyl ester hydrochloride → HCID 59732768, compound

HRID 2276255Notes

Reaction equation

C[O:2][C:3](=[O:30])[CH2:4][NH:5][C:6](=[O:29])[CH2:7][C:8]1[N:9]=[C:10]([NH:13][C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:18]=2[O:24][CH2:25][CH:26]([CH3:28])[CH3:27])=[O:15])[S:11][CH:12]=1.C(OC1C=C(C)C=CC=1NC(=O)NC1SC=C(CC(O)=O)N=1)C(C)C.Cl.COC(=O)CN>>[CH2:25]([O:24][C:18]1[CH:19]=[C:20]([CH3:23])[CH:21]=[CH:22][C:17]=1[NH:16][C:14](=[O:15])[NH:13][C:10]1[S:11][CH:12]=[C:8]([CH2:7][C:6]([NH:5][CH2:4][C:3]([OH:30])=[O:2])=[O:29])[N:9]=1)[CH:26]([CH3:28])[CH3:27]

Participants

Reactant 3

HCID 122755Glycine methyl ester hydrochloride

HCID 59732755HCID 59732755, compound

HCID 86593082HCID 86593082, compound2×

Product 1

HCID 59732768HCID 59732768, compoundYield 86%

Procedure

(2-{2-[3-(2-Isobutoxy-4-methyl-phenyl)-ureido]-thiazol-4-yl}-acetylamino)-acetic acid (90 mg, 86%) was prepared from (2-{2-[3-(2-isobutoxy-4-methyl-phenyl)-ureido]-thiazol-4-yl}-acetylamino)-acetic acid methyl ester (108 mg, 0.25 mmol) following the general procedure J. (2-{2-[3-(2-Isobutoxy-4-methyl-phenyl)-ureido]-thiazol-4-yl}-acetylamino)-acetic acid methyl ester (150 mg, 70%) was in turn prepared from {2-[3-(2-isobutoxy-4-methyl-phenyl)-ureido]-thiazol-4-yl}-acetic acid (181 mg, 0.5 mmol) and glycine methyl ester hydrochloride following the general procedure K.

Sources & evidence

ORD record: ord-2a4c9cb35b3644d89449f0b04a371887
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: USRE045670E1

Reaction notes

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