Ammonia → HCID 11712801, compound

HRID 1726919Notes

Reaction equation

HRID 1726919 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:13][CH:12]=2)=[O:10])=[CH:4][C:3]=1[N:23]1[CH2:32][C:31]2[C:26](=[N:27][C:28](S(C)(=O)=O)=[N:29][CH:30]=2)[N:25]([CH3:37])[C:24]1=[O:38].[NH3:39]>O1CCCC1>[NH2:39][C:28]1[N:27]=[C:26]2[N:25]([CH3:37])[C:24](=[O:38])[N:23]([C:3]3[CH:4]=[C:5]([NH:8][C:9]([C:11]4[CH:16]=[CH:15][C:14]([C:17]5[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=5)=[CH:13][CH:12]=4)=[O:10])[CH:6]=[CH:7][C:2]=3[Cl:1])[CH2:32][C:31]2=[CH:30][N:29]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 11628130HCID 11628130, compound

Product 1

HCID 11712801HCID 11712801, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.079 g Biphenyl-4-carboxylic acid[4-chloro-3-(7-methanesulfonyl-1-methyl-2-oxo-1,4-dihydro-2H-pyrimido[4,5-d]pyrimidin-3-yl)-phenyl]-amide were dissolved in 10 mL tetrahydrofuran. 10 mL of liquid ammonia were added in an autoclave and the reaction mixture was stirred for 2 h. The organic solvent was evaporated, and the crude product was purified by reverse phase chromatography (acetonitrile/water with 1% acetic acid) to give the title product in 31% yield.

Workup

  1. customThe organic solvent was evaporated
  2. customthe crude product was purified by reverse phase chromatography (acetonitrile/water with 1% acetic acid)

Sources & evidence

ORD record
ord-928eef4cb36b4d279831458df0494d74
Source dataset
uspto-grants-2009_02
Patent number
US07494993B2

Reaction notes

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