Water → HCID 46917644, compound

HRID 1619092Notes

Reaction equation

HRID 1619092 reaction equation
C([O:5][C:6](=[O:41])[C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]2[N:19]=[C:18]([C:20]3[N:21]([CH3:38])[CH:22]=[C:23]([C:25](=[O:37])[NH:26][C:27]4[C:32]([CH2:33][CH3:34])=[CH:31][CH:30]=[CH:29][C:28]=4[CH2:35][CH3:36])[CH:24]=3)[C:17]([CH3:39])=[CH:16][N:15]=2)=[C:9]([CH3:40])[CH:8]=1)(C)(C)C.O>ClCCl.FC(F)(F)C(O)=O>[CH2:35]([C:28]1[CH:29]=[CH:30][CH:31]=[C:32]([CH2:33][CH3:34])[C:27]=1[NH:26][C:25]([C:23]1[CH:24]=[C:20]([C:18]2[C:17]([CH3:39])=[CH:16][N:15]=[C:14]([NH:13][C:10]3[CH:11]=[CH:12][C:7]([C:6]([OH:41])=[O:5])=[CH:8][C:9]=3[CH3:40])[N:19]=2)[N:21]([CH3:38])[CH:22]=1)=[O:37])[CH3:36]

Participants

5

Reactant 2

HCID 962WaterHCID 46917642HCID 46917642, compound

Product 1

HCID 46917644HCID 46917644, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of 4-{4-[4-(2,6-Diethyl-phenylcarbamoyl)-1-methyl-1H-pyrrol-2-yl]-5-methyl-pyrimidin-2-ylamino}-3-methyl-benzoic acid tert-butyl ester (438 mg, 0.790 mmol) in dichloromethane (20 ml), trifluoroacetic acid (1.2 ml) was added. The mixture was stirred at room temperature overnight. Water was added and the mixture extracted with ethylacetate. The organic solvent evaporated to dryness to give 393 mg of the title compound in quantitative yield.

Workup

  1. extractionthe mixture extracted with ethylacetate
  2. customThe organic solvent evaporated to dryness

Sources & evidence

ORD record
ord-13aa28ca503a4d6dbdb036805dcdb4ad
Source dataset
uspto-grants-2014_07
Patent number
US08772280B2

Reaction notes

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