Sodium Hydroxide → HCID 178433335, compound

HRID 2389990Notes

Reaction equation

HRID 2389990 reaction equation
C(N(CC)C(=O)OC[N:7]1[CH:11]=[C:10]([C:12]2[C:23](=[O:24])[N:22]([CH:25]([CH3:27])[CH3:26])[C:15]3[N:16]=[C:17]([NH2:21])[N:18]=[C:19]([CH3:20])[C:14]=3[CH:13]=2)[N:9]=[N:8]1)C.[OH-].[Na+]>CO>[NH2:21][C:17]1[N:18]=[C:19]([CH3:20])[C:14]2[CH:13]=[C:12]([C:10]3[N:9]=[N:8][NH:7][CH:11]=3)[C:23](=[O:24])[N:22]([CH:25]([CH3:26])[CH3:27])[C:15]=2[N:16]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59258994HCID 59258994, compound

Product 1

HCID 178433335HCID 178433335, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
85 °C

Procedure

To a solution of (4-(2-amino-8-isopropyl-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)-1H-1,2,3-triazol-1-yl)methyl diethylcarbamate (38 mg, 0.092 mmol) in MeOH (0.5 mL) was added aqueous NaOH (1.0 M, 0.20 mL, 0.20 mmol) and the reaction mixture was stirred at 85° C. for 2 day. There is about 90% conversion from LCMS. Solvent was evaporated and the residue was purified by flash chromatography eluting with MeOH/CHCl3 (0-5%) to give the title (8 mg, 30%).

Workup

  1. customSolvent was evaporated
  2. customthe residue was purified by flash chromatography
  3. washeluting with MeOH/CHCl3 (0-5%)
  4. customto give the title (8 mg, 30%)

Sources & evidence

ORD record
ord-34e5c21f99e04936bb630577112b925f
Source dataset
uspto-grants-2012_09
Patent number
US08273755B2

Reaction notes

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