Trifluoroacetic acid → HCID 67445139, compound

HRID 1396185Notes

Reaction equation

HRID 1396185 reaction equation
C1(S([N:10]2[C:14]3[N:15]=[CH:16][N:17]=[C:18]([NH:19][CH3:20])[C:13]=3[C:12]([C:21]([C:23]3[C:24]([F:37])=[N:25][C:26]([NH:29][C:30]4[CH:31]=[N:32][C:33]([CH3:36])=[CH:34][CH:35]=4)=[CH:27][CH:28]=3)=[O:22])=[CH:11]2)(=O)=O)C=CC=CC=1.FC(F)(F)C(O)=O.[OH-].[K+]>CO>[F:37][C:24]1[C:23]([C:21]([C:12]2[C:13]3[C:18]([NH:19][CH3:20])=[N:17][CH:16]=[N:15][C:14]=3[NH:10][CH:11]=2)=[O:22])=[CH:28][CH:27]=[C:26]([NH:29][C:30]2[CH:31]=[N:32][C:33]([CH3:36])=[CH:34][CH:35]=2)[N:25]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14797Potassium HydroxideHCID 67443720HCID 67443720, compound

Product 1

HCID 67445139HCID 67445139, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To [7-(benzenesulfonyl)-4-methylamino-pyrrolo[2,3-d]pyrimidin-5-yl]-[2-fluoro-6-[(6-methyl-3-pyridyl)amino]-3-pyridyl]methanone; 2,2,2-trifluoroacetic acid (88, 80 mg, 0.09 mmol) in Methanol (6 ml) was added KOH (0.1 g, 1.78 mmol). The reaction was stirred at room temperature for 1 hour. The reaction mixture was concentrated and purified with silica gel column chromatography eluting with 2% to 25% methanol in methylene chloride to give product (P-4115, 9.6 mg, 27.3%). MS (ESI) [M+H+]+=377.9.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified with silica gel column chromatography
  3. washeluting with 2% to 25% methanol in methylene chloride
  4. customto give product (P-4115, 9.6 mg, 27.3%)

Sources & evidence

ORD record
ord-e9160c45ec7d499d8e9eacd26c36c855
Source dataset
uspto-grants-2014_12
Patent number
US08901118B2

Reaction notes

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