Trifluoroacetic acid → HCID 16066727, compound

HRID 1819526Notes

Reaction equation

C(OC([N:8]1[CH2:12][C@@H:11]([NH:13][C:14]([C:16]2[S:17][C:18]([Cl:21])=[CH:19][CH:20]=2)=[O:15])[CH2:10][C@H:9]1[C:22](=[O:38])[NH:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]2=[O:36])=[CH:26][C:25]=1[F:37])=O)(C)(C)C.[C:39]([OH:45])([C:41]([F:44])([F:43])[F:42])=[O:40]>C(Cl)Cl>[F:42][C:41]([F:44])([F:43])[C:39]([OH:45])=[O:40].[F:37][C:25]1[CH:26]=[C:27]([N:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]2=[O:36])[CH:28]=[CH:29][C:24]=1[NH:23][C:22]([C@@H:9]1[CH2:10][C@H:11]([NH:13][C:14]([C:16]2[S:17][C:18]([Cl:21])=[CH:19][CH:20]=2)=[O:15])[CH2:12][NH:8]1)=[O:38]

Participants

Conditions

Temperature: 25 °C

Procedure

(2S,4S)-4-[(5-Chloro-thiophene-2-carbonyl)-amino]-2-[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (30 mg) was dissolved in CH2Cl2 (1 ml) and TFA is added (1 ml). The mixture was stirred for 1 h at 25° C. and evaporated to dryness to yield (2S,4S)-4-[(5-chloro-thiophene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenyl]-amide trifluoro-acetate (31 mg) as a colorless solid. MH+=461.3 (Cl-isotopes).

Workup

customevaporated to dryness

Sources & evidence

ORD record: ord-a62fc907acc24e4f9b08938b98188c42
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07601752B2

Reaction notes

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