2-Chlorobenzenesulfonyl chloride → N-[5-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-3-yl]-2-chloro-benze nesulfonamide

HRID 736336Notes

Reaction equation

HRID 736336 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8](Cl)(=[O:10])=[O:9].[NH2:12][C:13]1[C:14]2[C:21]([C:22]([C:24]3[CH:25]=[N:26][CH:27]=[C:28]([NH2:30])[CH:29]=3)=[O:23])=[CH:20][N:19]([CH:31]([CH3:33])[CH3:32])[C:15]=2[N:16]=[CH:17][N:18]=1.NC1C2C(C(C3C=C(NS(C4C=C(F)C=C(F)C=4)(=O)=O)C=NC=3)=O)=CN(C(C)C)C=2N=CN=1>>[NH2:12][C:13]1[C:14]2[C:21]([C:22]([C:24]3[CH:29]=[C:28]([NH:30][S:8]([C:3]4[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=4[Cl:1])(=[O:10])=[O:9])[CH:27]=[N:26][CH:25]=3)=[O:23])=[CH:20][N:19]([CH:31]([CH3:33])[CH3:32])[C:15]=2[N:16]=[CH:17][N:18]=1

Participants

4

Reactant 3

HCID 761872-Chlorobenzenesulfonyl chlorideHCID 68902717HCID 68902717, compoundHCID 68903795(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(5-amino-pyridin-3-yl)-methanone

Product 1

HCID 68904444N-[5-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-3-yl]-2-chloro-benze nesulfonamide

Procedure

The title compound was prepared from 2-Chloro-benzenesulfonyl chloride (19.6 mg, 0.093 mmol) and (4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(5-amino-pyridin-3-yl)-methanone (25 mg, 0.084 mmol) by procedures analogous to those described for the preparation of N-[5-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-3-yl]-3,5-difluoro-benzenesulfonamide. MS: 471.2 (MH+); HPLC Rf: 4.71 min. (HPLC method 4).

Sources & evidence

ORD record
ord-e63e25e0de0c4f3681d43c9ff8e23470
Source dataset
uspto-grants-2009_09
Patent number
US07595325B2

Reaction notes

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