Trifluoroacetic acid → HCID 68832277, compound

HRID 1783474Notes

Reaction equation

HRID 1783474 reaction equation
C(OC([N:8]1[CH2:12][CH:11]([N:13]2[N:17]=[N:16][C:15]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=3[F:25])=[N:14]2)[CH2:10][CH:9]1[C:26]([N:28]1[CH2:33][CH2:32][N:31]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=2[C:40]#[N:41])[CH2:30][CH2:29]1)=[O:27])=O)(C)(C)C.C(O)(C(F)(F)F)=O>>[F:25][C:19]1[CH:20]=[C:21]([F:24])[CH:22]=[CH:23][C:18]=1[C:15]1[N:16]=[N:17][N:13]([C@@H:11]2[CH2:12][NH:8][C@H:9]([C:26]([N:28]3[CH2:29][CH2:30][N:31]([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=4[C:40]#[N:41])[CH2:32][CH2:33]3)=[O:27])[CH2:10]2)[N:14]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66916080HCID 66916080, compound

Product 1

HCID 68832277HCID 68832277, compoundYield 87.9%

Procedure

2-[4-(2-Cyano-phenyl)-piperazine-1-carbonyl]-4-[5-(2,4-difluoro-phenyl)-tetrazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (0.184 g, 0.33 mmol) was added to CF3COOH (0.22 g, 1.95 mmol), and the reaction mixture was stirred for 5 h. After removal of CF3COOH, the residue was dissolved in DCM, washed with sat. NaHCO3, brine, dried and concentrated to give title product as yellow oil (0.136 g, 0.29 mmol). MS m/e=465.2 [M+H]+.

Workup

  1. customAfter removal of CF3COOH
  2. dissolutionthe residue was dissolved in DCM
  3. washwashed with sat. NaHCO3, brine
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-f3642393ee714bab8666b06f2f772200
Source dataset
uspto-grants-2009_03
Patent number
US07501422B2

Reaction notes

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