Ethanimidic acid, ethyl ester, hydrochloride (1:1) → HCID 178465614, compound

HRID 1840448Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][S:4][C:5]1[N:6]=[CH:7][N:8]2[CH:12]=[C:11]([C:13]3[C@H:14]([CH3:27])[C@@H:15]4[C@@H:22]([C@H:23]([OH:25])[CH3:24])[C:21](=[O:26])[N:16]4[C:17]=3[C:18]([O-:20])=[O:19])[S:10][C:9]=12.[Na+:28].Cl.C(O[C:33](=[NH:35])[CH3:34])C>>[C:33]([NH:1][CH2:2][CH2:3][S:4][C:5]1[N:6]=[CH:7][N:8]2[CH:12]=[C:11]([C:13]3[C@H:14]([CH3:27])[C@@H:15]4[C@@H:22]([C@H:23]([OH:25])[CH3:24])[C:21](=[O:26])[N:16]4[C:17]=3[C:18]([O-:20])=[O:19])[S:10][C:9]=12)(=[NH:35])[CH3:34].[Na+:28]

Participants

Reactant 2

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

HCID 131724313HCID 131724313, compound

Product 1

HCID 178465614HCID 178465614, compoundYield 19.3%

Procedure

The procedure of Example 12 was repeated, except that 44.0 mg of sodium (1S,5R,6S)-2-[7-(2-aminoethyl)thioimidazo[5,1-b]thiazol-2-yl]-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate and 63 mg of ethylacetimidate hydrochloride were used as the starting compounds. Thus, 9.3 mg of the title compound was prepared.

Sources & evidence

ORD record: ord-83b5fc6dcbb0444c9ab18f5fdd5fda27
Source dataset: uspto-grants-2004_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06680313B2

Reaction notes

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