5-(Cyclohexylmethoxy)pentyl bromide → 4-amino-5-chloro-2-methoxy-N-((1-(5-(cyclohexylmethoxy)pentyl)piperidin-4-yl)methyl)benzamide hydrochloride

HRID 344507Notes

Reaction equation

HRID 344507 reaction equation
Cl.Cl.[NH2:3][C:4]1[C:19]([Cl:20])=[CH:18][C:7]([C:8]([NH:10][CH2:11][CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[O:9])=[C:6]([O:21][CH3:22])[CH:5]=1.[CH:23]1([CH2:29][O:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]Br)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>>[ClH:20].[NH2:3][C:4]1[C:19]([Cl:20])=[CH:18][C:7]([C:8]([NH:10][CH2:11][CH:12]2[CH2:13][CH2:14][N:15]([CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][O:30][CH2:29][CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]3)[CH2:16][CH2:17]2)=[O:9])=[C:6]([O:21][CH3:22])[CH:5]=1

Participants

3

Reactant 2

HCID 540154315-(Cyclohexylmethoxy)pentyl bromideHCID 699663304-amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochloride

Product 1

HCID 700762864-amino-5-chloro-2-methoxy-N-((1-(5-(cyclohexylmethoxy)pentyl)piperidin-4-yl)methyl)benzamide hydrochlorideYield 48.8%

Procedure

4-Amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochloride (1.50 g) as starting compound and 5-(cyclohexylmethoxy)pentyl bromide (1.30 g) were reacted and treated in the same manner as in Example 168 to give 0.51 g of 4-amino-5-chloro-2-methoxy-N-((1-(5-(cyclohexylmethoxy)pentyl)piperidin-4-yl)methyl)benzamide hydrochloride.

Workup

  1. customwere reacted
  2. additiontreated in the same manner as in Example 168

Sources & evidence

ORD record
ord-a67f5f59bffe4a9cbd7adae05cce101e
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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