Trifluoroacetic acid methylene chloride → HCID 66885633, compound

HRID 2094227Notes

Reaction equation

HRID 2094227 reaction equation
C(OC([N:8]1[CH2:12][CH:11]([O:13][CH3:14])[CH:10]([N:15]2[CH:19]=[N:18][N:17]=[C:16]2[C:20]2[C:25]([NH:26][S:27]([C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[C:32]([C:37]([F:40])([F:39])[F:38])[CH:31]=3)(=[O:29])=[O:28])=[CH:24][C:23]([Cl:41])=[CH:22][N:21]=2)[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)Cl>>[Cl:36][C:33]1[CH:34]=[CH:35][C:30]([S:27]([NH:26][C:25]2[C:20]([C:16]3[N:15]([CH:10]4[CH:11]([O:13][CH3:14])[CH2:12][NH:8][CH2:9]4)[CH:19]=[N:18][N:17]=3)=[N:21][CH:22]=[C:23]([Cl:41])[CH:24]=2)(=[O:29])=[O:28])=[CH:31][C:32]=1[C:37]([F:39])([F:40])[F:38]

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 66885900HCID 66885900, compound

Product 1

HCID 66885633HCID 66885633, compound

Procedure

To 3-{3-[5-chloro-3-(4-chloro-3-trifluoromethyl-benzenesulfonylamino)-pyridin-2-yl]-[1,2,4]triazol-4-yl}-4-methoxy-pyrrolidine-1-carboxylic acid tert-butyl ester (71 mg, 0.11 mmol) was added 1:1 mixture of TFA-CH2Cl2 (2 mL) at room temperature and stirred for 2 h. Solvents were evaporated, 1:1 mixture of CH3CN—H2O (5 mL) and lyophilized to obtain 4-chloro-N-{5-chloro-2-[4-(4-methoxy-pyrrolidin-3-yl)-4H-[1,2,4]triazol-3-yl]-pyridin-3-yl}-3-trifluoromethyl-benzenesulfonamide as a white solid in quantitative yield. MS (ES) [M+H]+ expected 537.0. found 537.0.

Workup

  1. customSolvents were evaporated
  2. addition1:1 mixture of CH3CN—H2O (5 mL)

Sources & evidence

ORD record
ord-6148a52b02404a619f3e85aacd0199a2
Source dataset
uspto-grants-2013_05
Patent number
US08445518B2

Reaction notes

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