Cyclopentylamine → 2-Chloro-7-cyclopentyl-6-methyl-7H-pyrrolo[2,3-d]pyrimidine

Reaction equation

C1(N)CCCC1.BrC1C(Cl)=NC(Cl)=NC=1.[Cl:16][C:17]1[N:18]=[CH:19][C:20]2[CH:25]=[C:24]([CH3:26])[N:23]([CH:27]([CH2:30][CH3:31])[CH2:28][CH3:29])[C:21]=2[N:22]=1>>[Cl:16][C:17]1[N:18]=[CH:19][C:20]2[CH:25]=[C:24]([CH3:26])[N:23]([CH:27]3[CH2:30][CH2:31][CH2:29][CH2:28]3)[C:21]=2[N:22]=1

Participants

Reactant 3

HCID 2906Cyclopentylamine

HCID 2899735-Bromo-2,4-dichloropyrimidine

HCID 580158152-Chloro-6-methyl-7-(pentan-3-yl)-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 848197792-Chloro-7-cyclopentyl-6-methyl-7H-pyrrolo[2,3-d]pyrimidine

Procedure

2-Chloro-7-cyclopentyl-6-methyl-7H-pyrrolo[2,3-d]pyrimidine is prepared from cyclopentyl amine and 5-bromo-2,4-dichloropyrimidine using a method similar to that for the preparation of 2-chloro-7-(1-ethyl-propyl)-6-methyl-7H-pyrrolo[2,3-d]pyrimidine. given in example 328.

Sources & evidence

ORD record: ord-bb82a29173fe4dfd8c2cab4b7ed5be87
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08324225B2

Reaction notes

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