Trifluoroacetic acid → (3,4,5,6-Tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl)(2-trifluoromethylphenyl)methanone trifluoroacetate

HRID 1186776Notes

Reaction equation

HRID 1186776 reaction equation
[F:1][C:2]([F:27])([F:26])[C:3]1[CH:25]=[CH:24][CH:23]=[CH:22][C:4]=1[C:5]([N:7]1[CH2:11][C:10]2[CH2:12][N:13](C(OC(C)(C)C)=O)[CH2:14][C:9]=2[CH2:8]1)=[O:6].[F:28][C:29]([F:34])([F:33])[C:30]([OH:32])=[O:31]>>[F:28][C:29]([F:34])([F:33])[C:30]([OH:32])=[O:31].[CH2:8]1[C:9]2[CH2:14][NH:13][CH2:12][C:10]=2[CH2:11][N:7]1[C:5]([C:4]1[CH:22]=[CH:23][CH:24]=[CH:25][C:3]=1[C:2]([F:27])([F:1])[F:26])=[O:6]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58075189tert-Butyl 5-(2-trifluoromethylbenzoyl)-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrole-2-carboxylate

Product 1

HCID 86661599(3,4,5,6-Tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl)(2-trifluoromethylphenyl)methanone trifluoroacetate

Procedure

tert-Butyl 5-(2-trifluoromethylbenzoyl)-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrole-2-carboxylate (56.8 g) was stirred with 15 ml of 90 percent trifluoroacetic acid at RT for 3 h. The reaction mixture was concentrated and purified by preparative HPLC (PR18, acetonitrile/water 0.1% TFA). Yield: 40.81 g (85%), M+H+: 283.14.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by preparative HPLC (PR18, acetonitrile/water 0.1% TFA)

Sources & evidence

ORD record
ord-1ebe3d63eaf544b9a91e82138952fb4d
Source dataset
uspto-grants-2014_03
Patent number
US08673917B2

Reaction notes

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