Sodium Hydroxide → 6-[N-(Acetylamino)carbamoyl]-2-{2-[3-(pyrid-2-yl)isoxazol-5-yl]pyrrolidin-yl}-4-(5-methyl-1H-pyrazol-3-ylamino)pyrimidine

HRID 2105208Notes

Reaction equation

HRID 2105208 reaction equation
[C:1]([NH:4][NH:5][C:6]([C:8]1[N:13]=[C:12]([N:14]2[CH2:18][CH2:17][CH2:16][CH:15]2[C:19]2[O:23][N:22]=[C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=3)[CH:20]=2)[N:11]=[C:10]([NH:30][CH:31]2[CH:35]=[C:34]([CH3:36])[NH:33][N:32]2C(=O)C)[CH:9]=1)=[O:7])(=[O:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([NH:4][NH:5][C:6]([C:8]1[N:13]=[C:12]([N:14]2[CH2:18][CH2:17][CH2:16][CH:15]2[C:19]2[O:23][N:22]=[C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=3)[CH:20]=2)[N:11]=[C:10]([NH:30][C:31]2[CH:35]=[C:34]([CH3:36])[NH:33][N:32]=2)[CH:9]=1)=[O:7])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 68814580HCID 68814580, compound

Product 1

HCID 114886846-[N-(Acetylamino)carbamoyl]-2-{2-[3-(pyrid-2-yl)isoxazol-5-yl]pyrrolidin-yl}-4-(5-methyl-1H-pyrazol-3-ylamino)pyrimidineYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 6-[N-(acetylamino)carbamoyl]-2-{2-[3-(pyrid-2-yl)isoxazol-5-yl]pyrrolidin-1-yl}-4-(2-acetyl-5-methyl-1H-pyrazol-3-ylamino)pyrimidine (Method 51) (170 mg, 0.32 mmol) in methanol (10 ml) and 2N sodium hydroxide (0.5 ml, 1.0 mmol) was stirred at room temperature for 0.5 hour. The resulting precipitate was collected by filtration to give the title compound (150 mg, 96%).

Workup

  1. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-7395b854bcfb4e8382ba3dcbf04b50b8
Source dataset
uspto-grants-2009_08
Patent number
US07579349B2

Reaction notes

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