Trifluoroacetic acid → HCID 60141326, compound

HRID 2046609Notes

Reaction equation

C(OC(=O)[NH:7][C:8]1([C:11](=[O:36])[NH:12][CH:13]2[CH2:17][S:16][C:15]3[CH:18]=[C:19]([C:22]4[CH:27]=[C:26]([Cl:28])[CH:25]=[C:24]([F:29])[C:23]=4[C:30]4[N:31]=[N:32][N:33]([CH3:35])[N:34]=4)[CH:20]=[CH:21][C:14]2=3)[CH2:10][CH2:9]1)(C)(C)C.FC(F)(F)C(O)=O>>[Cl:28][C:26]1[CH:25]=[C:24]([F:29])[C:23]([C:30]2[N:31]=[N:32][N:33]([CH3:35])[N:34]=2)=[C:22]([C:19]2[CH:20]=[CH:21][C:14]3[CH:13]([NH:12][C:11]([C:8]4([NH2:7])[CH2:10][CH2:9]4)=[O:36])[CH2:17][S:16][C:15]=3[CH:18]=2)[CH:27]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 60141325(1-{(rac)-6-[5-Chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)-phenyl]-2,3-dihydro-benzo[b]thiophen-3-ylcarbamoyl}-cyclopropyl)-carbamic acid tert-butyl ester

Product 1

HCID 60141326HCID 60141326, compound

Procedure

In analogy to the procedure described for the preparation of intermediate A-11 [C], (1-{(rac)-6-[5-chloro-3-fluoro-2-(2-methyl-2H-tetrazol-5-yl)-phenyl]-2,3-dihydro-benzo[b]thiophen-3-ylcarbamoyl}-cyclopropyl)-carbamic acid tert-butyl ester (example 60) has been treated with trifluoroacetic acid (90%) to give the title compound as light yellow amorphous solid. MS: 445.1 (MH+, 1Cl).

Sources & evidence

ORD record: ord-620ff5ffa7e048de86ea83ae76cf08c7
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08592426B2

Reaction notes

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