Cyclopentylamine → 2-(Cyclopentylamino)-6-benzyl-7-methyl-pyrrolo[2,3-d]pyrimidine

HRID 2116575Notes

Reaction equation

HRID 2116575 reaction equation
CS([C:4]1[N:5]=[CH:6][C:7]2[CH:12]=[C:11]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:10]([CH3:20])[C:8]=2[N:9]=1)=O.[CH:21]1([NH2:26])[CH2:25][CH2:24][CH2:23][CH2:22]1>>[CH:21]1([NH:26][C:4]2[N:5]=[CH:6][C:7]3[CH:12]=[C:11]([CH2:13][C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[N:10]([CH3:20])[C:8]=3[N:9]=2)[CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 2906CyclopentylamineHCID 219883612-(Methanesulfinyl)-6-benzyl-7-methyl-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 103084682-(Cyclopentylamino)-6-benzyl-7-methyl-pyrrolo[2,3-d]pyrimidine

Conditions

Temperature
100 °C

Procedure

A mixture of the sulfoxide (50 mg) from Step 3 and cyclopentylamine (1 mL) was stirred at 100° C. overnight. Excess cyclopentylamine was removed and the residue was purified by preparative TLC (25% EtOAc/hexanes) to give the desired product (26 mg). MS: 307.3 (M+H).

Workup

  1. customExcess cyclopentylamine was removed
  2. customthe residue was purified by preparative TLC (25% EtOAc/hexanes)

Sources & evidence

ORD record
ord-cb2835b71f9c46a99b983971922eabea
Source dataset
uspto-grants-2008_10
Patent number
US07439247B2

Reaction notes

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