4-Nitrobenzoyl chloride → (4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(4-amino-phenyl)-methanone

HRID 916758Notes

Reaction equation

HRID 916758 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](Cl)=[O:9])=[CH:6][CH:5]=1)([O-])=O.BrC1C2C(Cl)=NC=NC=2N(C2CCCC2)C=1.[NH2:29][C:30]1[C:31]2[C:38](C(C3C=CC=C(N)C=3)=O)=[CH:37][N:36]([CH:48]3[CH2:52][CH2:51][CH2:50][CH2:49]3)[C:32]=2[N:33]=[CH:34][N:35]=1>>[NH2:29][C:30]1[C:31]2[C:38]([C:8]([C:7]3[CH:11]=[CH:12][C:4]([NH2:1])=[CH:5][CH:6]=3)=[O:9])=[CH:37][N:36]([CH:48]3[CH2:52][CH2:51][CH2:50][CH2:49]3)[C:32]=2[N:33]=[CH:34][N:35]=1

Participants

4

Reactant 3

HCID 85024-Nitrobenzoyl chlorideHCID 11859044(4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-amino-phenyl)methanoneHCID 865964995-Bromo-4-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 67219784(4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(4-amino-phenyl)-methanone

Procedure

The title compound was prepared from 4-Nitrobenzoyl chloride and 5-Bromo-4-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine by procedures analogous to those described for the preparation of (4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-amino-phenyl)-methanone. MS: 322.3 (MH+); HPLC Rf: 4.45 min. (HPLC method 4).

Sources & evidence

ORD record
ord-86fafc0017d74bbb90f9a4299d78ba2b
Source dataset
uspto-grants-2007_09
Patent number
US07271262B2

Reaction notes

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