4-bromo-N-methyl-N-(tetrahydro-furan-2-ylmethyl)-benzenesulfonamide → HCID 178482879, compound

HRID 1710387Notes

Reaction equation

HRID 1710387 reaction equation
N1(S(C2C=CC([C:14]3[CH:15]=[C:16]4[N:22]=[C:21]([CH2:23][CH2:24][CH:25]5[NH:31][C:30](=[O:32])[CH2:29][CH2:28][CH2:27][CH2:26]5)[NH:20][C:17]4=[N:18][CH:19]=3)=CC=2)(=O)=O)CCC1.Br[C:34]1[CH:39]=[CH:38][C:37]([S:40]([N:43]([CH3:50])[CH2:44][CH:45]2[CH2:49][CH2:48][CH2:47][O:46]2)(=[O:42])=[O:41])=[CH:36][CH:35]=1.BrC1C=C2N=C(CCC3NC(=O)CCCC3)NC2=NC=1>>[CH3:50][N:43]([CH2:44][CH:45]1[CH2:49][CH2:48][CH2:47][O:46]1)[S:40]([C:37]1[CH:38]=[CH:39][C:34]([C:14]2[CH:15]=[C:16]3[N:22]=[C:21]([CH2:23][CH2:24][CH:25]4[CH2:26][CH2:27][CH2:28][CH2:29][C:30](=[O:32])[NH:31]4)[NH:20][C:17]3=[N:18][CH:19]=2)=[CH:35][CH:36]=1)(=[O:42])=[O:41]

Participants

4

Reactant 3

HCID 610599944-bromo-N-methyl-N-(tetrahydro-furan-2-ylmethyl)-benzenesulfonamide2×HCID 178516005HCID 178516005, compound2×HCID 1785160077-(2-{6-[4-(azetidine-1-sulfonyl)-phenyl]-3H-imidazo[4,5-b]pyridin-2-yl}-ethyl)-azepan-2-one2×

Product 1

HCID 178482879HCID 178482879, compound

Procedure

The title compound is synthesized as described for 7-(2-{6-[4-(azetidine-1-sulfonyl)-phenyl]-3H-imidazo[4,5-b]pyridin-2-yl}-ethyl)-azepan-2-one (compound B6) from 458 mg of 4-bromo-N-methyl-N-(tetrahydro-furan-2-ylmethyl)-benzenesulfonamide (compound C7) and 300 mg of 7-[2-(6-bromo-3H-imidazo[4,5-b]pyridin-2-yl)-ethyl]-azepan-2-one (compound C1). Purification by chromatography on flash silica gel (eluent gradient: dichloromethane/0-20 vol. % ethanol) yields 174 mg of the title compound as a waxy solid. ESI-MS: 512.4 (MH+). TLC: Rf=0.30 (dichloromethane/ethanol 10:1 parts by volume).

Workup

  1. customThe title compound is synthesized
  2. customPurification by chromatography on flash silica gel (eluent gradient: dichloromethane/0-20 vol. % ethanol)

Sources & evidence

ORD record
ord-6c589fc5e96c49088af1109abc3b2758
Source dataset
uspto-grants-2010_09
Patent number
US07790710B2

Reaction notes

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