HCID 178453585, compound → HCID 178511216, compound

HRID 2286644Notes

Reaction equation

HRID 2286644 reaction equation
[CH:1]([NH:3][C:4]1[CH:9]=[CH:8][N:7]=[C:6]([C:10](=[N:43][O:44][C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[C:11]([NH:13][CH:14]2[C:41](=[O:42])[N:16]3[C:17]([C:38]([OH:40])=[O:39])=[C:18]([CH:21]([S:32][C:33]4[NH:37][N:36]=[N:35][N:34]=4)[CH2:22][CH2:23][NH:24]C(OC(C)(C)C)=O)[CH2:19][S:20][C@H:15]23)=[O:12])[N:5]=1)=[O:2]>C(O)=O>[CH:1]([NH:3][C:4]1[CH:9]=[CH:8][N:7]=[C:6]([C:10](=[N:43][O:44][C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[C:11]([NH:13][CH:14]2[C:41](=[O:42])[N:16]3[C:17]([C:38]([OH:40])=[O:39])=[C:18]([CH:21]([S:32][C:33]4[NH:37][N:36]=[N:35][N:34]=4)[CH2:22][CH2:23][NH2:24])[CH2:19][S:20][C@H:15]23)=[O:12])[N:5]=1)=[O:2]

Participants

3

Reactant 1

HCID 178453585HCID 178453585, compound

Product 1

HCID 178511216HCID 178511216, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

To 7-[2-(4-formamidopyrimidin-2-yl)-2-phenoxyiminoacetamido]-3-[1-(2-tert-butoxycarbonylaminoethyl)-1H-tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid (syn isomer) (1.7 g) was added formic acid (17 ml) and the solution was stirred at ambient temperature for 4 hours. After the reaction mixture was evaporated, the residue was pulverized with ethyl acetate to give a brown powder (1.5 g) of formic acid salt of 7-[2-(4-formamidopyrimidin-2-yl)-2-phenoxyiminoacetamido]-3-[1-(2-aminoethyl)-1H-tetrazol-5-ylthiomethyl]-3-cephem-4-carboxylic acid (syn isomer).

Workup

  1. customAfter the reaction mixture was evaporated

Sources & evidence

ORD record
ord-7ba150aa980d48caa4362cae66ad5672
Source dataset
uspto-grants-1981_05
Patent number
US04267176

Reaction notes

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