2-Fluorobenzenesulphonyl chloride → N-[2-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-4-yl]-2-fluoro-benzenesulfonamide

HRID 736352Notes

Reaction equation

HRID 736352 reaction equation
[F: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:29]=[C:28]([NH2:30])[CH:27]=[CH:26][N:25]=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=CN=C(NS(C4C=CC=CC=4F)(=O)=O)C=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[F:1])(=[O:10])=[O:9])[CH:27]=[CH:26][N: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 1377612-Fluorobenzenesulphonyl chlorideHCID 68902763N-[4-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-2-yl]-2-fluoro-benzenesulfonamideHCID 68908281(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(4-amino-pyridin-2-yl)-methanone

Product 1

HCID 68903886N-[2-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-4-yl]-2-fluoro-benzenesulfonamide

Procedure

The title compound was prepared from 2-fluoro-benzenesulfonyl chloride (0.53 mL, 0.41 mmol) and (4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(4-amino-pyridin-2-yl)-methanone (0.10 g, 0.34 mmol) by procedures analogous to those described for the preparation of N-[4-(4-Amino-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-pyridin-2-yl]-2-fluoro-benzenesulfonamide. MS: 455.3 (MH+); HPLC Rf: 2.4 min. (HPLC method 2).

Sources & evidence

ORD record
ord-f202ede43fbc45bf8d6b8755fed63243
Source dataset
uspto-grants-2009_09
Patent number
US07595325B2

Reaction notes

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