Benzonitrile, 3-(bromomethyl)- → HCID 68971438, compound

HRID 1726204Notes

Reaction equation

HRID 1726204 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([S:21](=[O:32])(=[O:31])[N:22]([CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH3:23])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Br[CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([C:41]#[N:42])[CH:36]=1>>[CH2:24]([N:22]([CH3:23])[S:21]([C:18]1[CH:17]=[CH:16][C:15]([N:14]([CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([C:41]#[N:42])[CH:36]=2)[CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:20][CH:19]=1)(=[O:31])=[O:32])[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 97249Benzonitrile, 3-(bromomethyl)-HCID 68972469HCID 68972469, compound

Product 1

HCID 68971438HCID 68971438, compound

Procedure

Using general procedure H with the above amine (790 mg, 1.72 mmol) and α-bromo-m-tolunitrile (660 mg, 3.37 mmol) and then using general procedure C gave N-benzyl-4-[(3-cyano-benzyl)-piperidin-4-yl-amino]-N-methyl-benzenesulfonamide as a white foam (202 mg, 25% over 2 steps).

Sources & evidence

ORD record
ord-f1ddd879bfdf4c74bf34ecb4deceb663
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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