Trifluoroacetic acid methylene chloride → HCID 68691136, compound

HRID 2234715Notes

Reaction equation

C([O:5][C:6](=[O:41])[C:7]1[CH:12]=[C:11]([C:13]2[CH:14]=[C:15]3[C:21]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[O:28][CH3:29])=[CH:20][N:19]([S:30]([C:33]4[CH:38]=[CH:37][C:36]([CH3:39])=[CH:35][CH:34]=4)(=[O:32])=[O:31])[C:16]3=[N:17][CH:18]=2)[CH:10]=[CH:9][C:8]=1[NH2:40])(C)(C)C.ClCCl.[F:45][C:46]([F:51])([F:50])[C:47]([OH:49])=[O:48]>>[F:45][C:46]([F:51])([F:50])[C:47]([OH:49])=[O:48].[NH2:40][C:8]1[CH:9]=[CH:10][C:11]([C:13]2[CH:14]=[C:15]3[C:21]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[O:28][CH3:29])=[CH:20][N:19]([S:30]([C:33]4[CH:34]=[CH:35][C:36]([CH3:39])=[CH:37][CH:38]=4)(=[O:31])=[O:32])[C:16]3=[N:17][CH:18]=2)=[CH:12][C:7]=1[C:6]([OH:41])=[O:5]

Participants

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chloride

HCID 57731583HCID 57731583, compound

Product 1

HCID 68691136HCID 68691136, compound

Procedure

2-Amino-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid tert-butyl ester (1.13 g, 1.98 mmol) was treated with 10 mL of dichloromethane/trifluoracetic acid (1:1) for 24 h. The solution was dried in vacuo to afford 2-amino-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-benzoic acid trifluoroacetate (quantitative). MS: m/z 514 (M+H+).

Workup

customThe solution was dried in vacuo

Sources & evidence

ORD record: ord-ee3e5594a4a94ce6ab64cc32bb973c0f
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07709645B2

Reaction notes

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