Trifluoroacetic acid → HCID 70509692, compound

HRID 1463172Notes

Reaction equation

HRID 1463172 reaction equation
C(O)(C(F)(F)F)=O.[CH3:8][O:9][N:10]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[N:12]=[C:11]1[NH:19][CH:20]1[C:35](=[O:36])[N:22]2[C:23]([C:28]([O:30]C(C)(C)C)=[O:29])=[C:24]([CH3:27])[CH2:25][S:26][C@H:21]12>>[CH3:8][O:9][N:10]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[N:12]=[C:11]1[NH:19][CH:20]1[C:35](=[O:36])[N:22]2[C:23]([C:28]([OH:30])=[O:29])=[C:24]([CH3:27])[CH2:25][S:26][C@H:21]12

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 70508400HCID 70508400, compound

Product 1

HCID 70509692HCID 70509692, compound

Procedure

The process described in Example 7, but using only TFA at 0°, was repeated using t-butyl 7-(1-methoxybenzimidazol-2-yl)amino-3-methylceph-3-em-4-carboxylate as starting material to give 7-(1-methoxybenzimidazol-2-yl)amino-3-methylceph-3-em-4-carboxylic acid as the hydrated trifluoroacetate salt (69%) having the following n.m.r. in d6DMSO:2.10 (s, 3H); 3.40 (d, 1H); 3.60 (d, 1H); 3.72 (s, 3H); 5.23 (d, 1H); 5.67 (d, 1H); 7.18-7.58 (m, 4H).

Workup

  1. customat 0°

Sources & evidence

ORD record
ord-949a69e36ba545e18de7082cdf66f169
Source dataset
uspto-grants-1984_07
Patent number
US04463173

Reaction notes

Loading…