Sodium Hydroxide → HCID 86602131, compound

HRID 1726192Notes

Reaction equation

HRID 1726192 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:46]=[CH:47][CH:48]=1)[CH2:6][N:7]([CH:25]1[CH2:30][CH2:29][N:28]([CH:31]([CH3:45])[CH2:32][CH2:33][NH:34][C:35]([C:37]2[C:38]([CH3:44])=[N:39][CH:40]=[N:41][C:42]=2[CH3:43])=[O:36])[CH2:27][CH2:26]1)[C:8]1[CH:13]=[CH:12][C:11]([O:14]C(C2C(C)=NC=NC=2C)=O)=[CH:10][CH:9]=1)#[N:2].[OH-].[Na+]>CO>[C:1]([C:3]1[CH:4]=[C:5]([CH:46]=[CH:47][CH:48]=1)[CH2:6][N:7]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)[CH:25]1[CH2:26][CH2:27][N:28]([CH:31]([CH3:45])[CH2:32][CH2:33][NH:34][C:35]([C:37]2[C:42]([CH3:43])=[N:41][CH:40]=[N:39][C:38]=2[CH3:44])=[O:36])[CH2:29][CH2:30]1)#[N:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57563257HCID 57563257, compound

Product 1

HCID 86602131HCID 86602131, compoundYield 56.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of COMPOUND 136 (870 mg, 1.39 mmol) in MeOH (14 mL) was added 10N NaOH (1.4 mL, 14 mmol) and the mixture was heated at 40° C. overnight to afford 4,6-dimethyl-pyrimidine-5-carboxylic acid (3-{4-[(3-cyano-benzyl)-(4-hydroxy-phenyl)-amino]-piperidin-1-yl}-butyl)-amide as a pink solid (400 mg, 53%) following an acidic work-up and purification.

Sources & evidence

ORD record
ord-6cffc33d1ed44f2fa9ce6f0d291d3e05
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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