Trifluoroacetic acid → HCID 16074713, compound

HRID 1015652Notes

Reaction equation

C([O:5][C:6]([C:8]1[S:9][C:10]([C:24]2[S:28][C:27]3[CH:29]=[CH:30][CH:31]=[CH:32][C:26]=3[CH:25]=2)=[CH:11][C:12]=1[NH:13][S:14]([C:17]1[C:18]([CH3:23])=[CH:19][CH:20]=[CH:21][CH:22]=1)(=[O:16])=[O:15])=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O>>[S:28]1[C:24]([C:10]2[S:9][C:8]([C:6]([OH:7])=[O:5])=[C:12]([NH:13][S:14]([C:17]3[C:18]([CH3:23])=[CH:19][CH:20]=[CH:21][CH:22]=3)(=[O:16])=[O:15])[CH:11]=2)=[CH:25][C:26]2[CH:32]=[CH:31][CH:30]=[CH:29][C:27]1=2

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 20775778HCID 20775778, compound

Product 1

HCID 16074713HCID 16074713, compoundYield 99%

Procedure

5-Benzo[b]thiophen-2-yl-3-(toluene-2-sulfonylamino)-thiophene-2-carboxylic acid tert-butyl ester was hydrolyzed to the acid using TFA as described for example 2 providing 5-Benzo[b]thiophen-2-yl-3-(toluene-2-sulfonylamino)-thiophene-2-carboxylic acid (24 mg, 99% yield). 1H NMR (DMSO-D6, 400 MHz) 10.19 (s, 1H), 8.0 (d, J=7.7 Hz, 1H), 7.79-7.74 (m, 1H), 7.86 (s, 1H), 7.84-7.81 (m, 1H), 7.54 (t, J=7.7 Hz, 1H), 7.53-7.36 (m, 4H), 7.32 (s, 1H), 2.58 (s, 3H).

Sources & evidence

ORD record: ord-96927bee02e44e4d865aacc33ffba233
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07985769B2

Reaction notes

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