Water → HCID 90408487, compound

HRID 1521678Notes

Reaction equation

HRID 1521678 reaction equation
Cl[C:2]1[N:3]([CH3:20])[C:4](=[O:19])[C:5]2[C:6](=[N:8][N:9]([CH2:11][C:12]3[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=3)[CH:10]=2)[N:7]=1.[NH2:21][C:22]([CH3:26])([CH3:25])[CH2:23][OH:24].O>CN1C(=O)CCC1>[OH:24][CH2:23][C:22]([NH:21][C:2]1[N:3]([CH3:20])[C:4](=[O:19])[C:5]2[C:6](=[N:8][N:9]([CH2:11][C:12]3[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=3)[CH:10]=2)[N:7]=1)([CH3:26])[CH3:25]

Participants

5

Reactant 3

HCID 962WaterHCID 118072-Amino-2-methyl-1-propanolHCID 90408501HCID 90408501, compound

Product 1

HCID 90408487HCID 90408487, compoundYield 74.3%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
122.5 °C

Procedure

A mixture of 6-chloro-5-methyl-2-(4-bromobenzyl)-2H-pyrazolo[3,4-d]pyrimidin-4(5H)-one (157 g, 444 mmol) and 2-amino-2-methylpropan-1-ol (236 g, 2.65 mol) in NMP (1.3 L) is heated at 120-125° C. for 2 h, and then poured into cold water. After filtration, the filter cake is washed with water twice, and then dried under vacuum to give 134 g of product (yield: 74%). MS (ESI) m/z 406.1 [M+H]+.

Workup

  1. filtrationAfter filtration
  2. washthe filter cake is washed with water twice
  3. customdried under vacuum

Sources & evidence

ORD record
ord-9f56a014c5ef4c9186198f047f423f70
Source dataset
uspto-grants-2015_07
Patent number
US09073936B2

Reaction notes

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