Acetic Anhydride → HCID 59333764, compound

HRID 1930712Notes

Reaction equation

HRID 1930712 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH3:8][C:9]1[CH:13]=[C:12]([CH3:14])[N:11]([CH:15]([C:17]2[C:18]3[CH2:41][NH:40][CH2:39][CH2:38][C:19]=3[N:20]=[C:21]([NH:23][C:24]3[CH:29]=[CH:28][C:27]([N:30]4[CH:34]=[C:33]([CH3:35])[N:32]=[CH:31]4)=[C:26]([O:36][CH3:37])[CH:25]=3)[N:22]=2)[CH3:16])[N:10]=1>C(Cl)Cl>[CH3:8][C:9]1[CH:13]=[C:12]([CH3:14])[N:11]([CH:15]([C:17]2[C:18]3[CH2:41][N:40]([C:1](=[O:3])[CH3:2])[CH2:39][CH2:38][C:19]=3[N:20]=[C:21]([NH:23][C:24]3[CH:29]=[CH:28][C:27]([N:30]4[CH:34]=[C:33]([CH3:35])[N:32]=[CH:31]4)=[C:26]([O:36][CH3:37])[CH:25]=3)[N:22]=2)[CH3:16])[N:10]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 593337574-(1-(3,5-dimethyl-1H-pyrazol-1-yl)ethyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine

Product 1

HCID 59333764HCID 59333764, compoundYield 16.03%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Acetic anhydride (0.016 mL, 0.17 mmol) was added to a solution of 4-(1-(3,5-dimethyl-1H-pyrazol-1-yl)ethyl)-N-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine in DCM (1 mL) and stirred for one hour. The solvent was evaporated and the crude product was purified on prepHPLC yielding 1-(4-(1-(3,5-dimethyl-1H-pyrazol-1-yl)ethyl)-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)ethanone (14.00 mg, 16.03%).

Workup

  1. customThe solvent was evaporated
  2. customthe crude product was purified

Sources & evidence

ORD record
ord-d6e2bb3ab02542718d90cb4e16405e1a
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

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