Ethanimidic acid, ethyl ester, hydrochloride (1:1) → HCID 178465608, compound

HRID 1840452Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[N:7]=[CH:8][N:9]2[CH:13]=[C:12]([C:14]3[C@H:15]([CH3:28])[C@@H:16]4[C@@H:23]([C@H:24]([OH:26])[CH3:25])[C:22](=[O:27])[N:17]4[C:18]=3[C:19]([O-:21])=[O:20])[S:11][C:10]=12.[Na+:29].Cl.C(O[C:34](=[NH:36])[CH3:35])C>>[C:34]([NH:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[N:7]=[CH:8][N:9]2[CH:13]=[C:12]([C:14]3[C@H:15]([CH3:28])[C@@H:16]4[C@@H:23]([C@H:24]([OH:26])[CH3:25])[C:22](=[O:27])[N:17]4[C:18]=3[C:19]([O-:21])=[O:20])[S:11][C:10]=12)(=[NH:36])[CH3:35].[Na+:29]

Participants

Reactant 2

HCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)

HCID 131724316HCID 131724316, compound

Product 1

HCID 178465608HCID 178465608, compoundYield 27.7%

Procedure

The procedure of Example 12 was repeated, except that 29.1 mg of sodium (1S,5R,6S)-2-[7-(3-aminopropyl)thioimidazo[5,1-b]thiazol-2-yl]-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate and 40 mg of ethylacetimidate hydrochloride were used as the starting compounds. Thus, 8.8 mg of the title compound was prepared.

Sources & evidence

ORD record: ord-024db664ad59418ebd353a770f27daae
Source dataset: uspto-grants-2004_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06680313B2

Reaction notes

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