Trifluoroacetic acid → HCID 9844208, compound

HRID 1375423Notes

Reaction equation

HRID 1375423 reaction equation
C(O[C:6]([NH:8][CH:9]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([NH:20][C:21]3[N:30]=[CH:29][C:28]4[N:27]=[CH:26][C:25](=[O:31])[N:24]([CH:32]5[CH2:36][CH2:35][CH2:34][CH2:33]5)[C:23]=4[N:22]=3)=[CH:16][CH:15]=2)[CH2:10]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[CH:32]1([N:24]2[C:23]3[N:22]=[C:21]([NH:20][C:17]4[CH:18]=[CH:19][C:14]([N:11]5[CH2:10][CH2:9][N:8]([CH3:6])[CH2:13][CH2:12]5)=[CH:15][CH:16]=4)[N:30]=[CH:29][C:28]=3[N:27]=[CH:26][C:25]2=[O:31])[CH2:33][CH2:34][CH2:35][CH2:36]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 9957270HCID 9957270, compound

Product 1

HCID 9844208HCID 9844208, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 0.14 g (0.28 mmol) of 2-[[4-[3-(tert-butoxycarbonyl amino)pyrrolidin-1-yl]phenyl]amino]-8-cyclopentyl-8H-pteridin-7-one (from example 23) in 10 mL CH2Cl2 is treated with 1 mL of trifluoroacetic acid, and the resulting mixture is stirred at room temperature for 3 hours. After removal of the solvent, the residue is triturated with aqueous ammonia to give 0.11 g (100%) of the title compound (Compound 17): mp (MeOH(aq)) 197–200° C.

Workup

  1. customAfter removal of the solvent
  2. customthe residue is triturated with aqueous ammonia

Sources & evidence

ORD record
ord-1a5067ec4197412f844a4b3cb96e363f
Source dataset
uspto-grants-2007_01
Patent number
US07169778B2

Reaction notes

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