Trifluoroacetic acid → Trifluoroacetic acid

HRID 1192432Notes

Reaction equation

HRID 1192432 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:15]3[CH:22]([CH3:23])[CH2:21][NH:20][C:16]=3[N:17]=[CH:18][N:19]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[C:24]([OH:30])([C:26]([F:29])([F:28])[F:27])=[O:25]>>[CH3:23][CH:22]1[C:15]2[C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[N:19][CH:18]=[N:17][C:16]=2[NH:20][CH2:21]1.[C:24]([OH:30])([C:26]([F:29])([F:28])[F:27])=[O:25]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 675396654-(5-Methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester

Product 2

HCID 6422Trifluoroacetic acidYield 99%HCID 675391725-methyl-4-piperazin-1-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

Procedure

A solution of 4-(5-Methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (0.30 g, 0.68 mmol) in TFA (20 mL) was heated to 65° C. overnight. After cooling, the excess TFA was evaporated under vacuum to give 5-Methyl-4-piperazin-1-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine as TFA salt (0.15 g, 99%). MS (APCI+) [M+H]+220.

Workup

  1. temperatureAfter cooling
  2. customthe excess TFA was evaporated under vacuum

Sources & evidence

ORD record
ord-1518dc3b7f6a4249bb05a0cdec3bffdb
Source dataset
uspto-grants-2014_03
Patent number
US08680114B2

Reaction notes

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