5-Bromo-4-chloro-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine → (3-Amino-2-chloro-phenyl)-(4-amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone

HRID 916783Notes

Reaction equation

HRID 916783 reaction equation
BrC1C2C(Cl)=NC=NC=2N(C(C)C)C=1.[Cl:15][C:16]1[C:27]([N+:28]([O-])=O)=[CH:26][CH:25]=[CH:24][C:17]=1[C:18](N(OC)C)=[O:19].[NH2:31][C:32]1[C:33]2[C:40](C(C3C=CC=C(N)C=3C)=O)=[CH:39][N:38]([CH:51]([CH3:53])[CH3:52])[C:34]=2[N:35]=[CH:36][N:37]=1>>[NH2:28][C:27]1[C:16]([Cl:15])=[C:17]([C:18]([C:40]2[C:33]3[C:32]([NH2:31])=[N:37][CH:36]=[N:35][C:34]=3[N:38]([CH:51]([CH3:53])[CH3:52])[CH:39]=2)=[O:19])[CH:24]=[CH:25][CH:26]=1

Participants

4

Reactant 3

HCID 457894285-Bromo-4-chloro-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidineHCID 67219452(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-amino-2-methyl-phenyl)methanoneHCID 865965002-Chloro-N-methoxy-N-methyl-3-nitro-benzamide

Product 1

HCID 67219553(3-Amino-2-chloro-phenyl)-(4-amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone

Procedure

The title compound was prepared from 5-Bromo-4-chloro-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine and 2-Chloro-N-methoxy-N-methyl-3-nitro-benzamide by procedures analogous to those described for the preparation of (4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-amino-2-methyl-phenyl)-methanone. MS: 330.3 (MH+); HPLC Rf: 1.6 min. (HPLC HPLC purity: 99%.

Sources & evidence

ORD record
ord-a2582f8f634048489e458daf2087ddb2
Source dataset
uspto-grants-2007_09
Patent number
US07271262B2

Reaction notes

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