Benzyl Bromide → HCID 68971366, compound

HRID 1726158Notes

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:38])(=[O:37])[N:22]([CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[CH2:39](Br)[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1>>[CH2:23]([N:22]([CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[S:21]([C:18]1[CH:17]=[CH:16][C:15]([N:14]([CH2:39][C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[CH:20][CH:19]=1)(=[O:38])=[O:37])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

Reactant 2

HCID 7498Benzyl Bromide

HCID 68973756HCID 68973756, compound

Product 1

HCID 68971366HCID 68971366, compound

Procedure

Using general procedure H with the above aniline (970 mg, 1.81 mmol) and benzyl bromide (0.66 mL, 5.52 mmol) followed by general procedure C afforded N,N-dibenzyl-4-(benzyl-piperidin-4-yl-amino)-benzenesulfonamide as a white solid (679 mg, 72% over 2 steps).

Sources & evidence

ORD record: ord-72d0aa757b3d43e48f4642975faeca89
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07491735B2

Reaction notes

Loading…