N,N-Bis(2-chloroethyl)-1-butanamine → 1-Butyl-4-[4-(4-chloro-phenoxy)-benzenesulfonyl]-piperidine-4-carboxylic acid ethyl ester

HRID 991119Notes

Reaction equation

HRID 991119 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)=[CH:11][CH:10]=1)(=[O:8])=[O:7])[CH3:2].[CH2:24]([N:28]([CH2:32][CH2:33]Cl)[CH2:29][CH2:30]Cl)[CH2:25][CH2:26][CH3:27]>>[CH2:1]([O:3][C:4]([C:5]1([S:6]([C:9]2[CH:10]=[CH:11][C:12]([O:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)=[CH:13][CH:14]=2)(=[O:8])=[O:7])[CH2:33][CH2:32][N:28]([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:29][CH2:30]1)=[O:23])[CH3:2]

Participants

3

Reactant 2

HCID 39224N,N-Bis(2-chloroethyl)-1-butanamineHCID 11121795[4-(4-Chloro-phenoxy)-benzenesulfonyl]-acetic acid ethyl ester

Product 1

HCID 110598901-Butyl-4-[4-(4-chloro-phenoxy)-benzenesulfonyl]-piperidine-4-carboxylic acid ethyl ester

Procedure

1-Butyl-4-[4-(4-chloro-phenoxy)-benzenesulfonyl]-piperidine-4-carboxyic acid ethyl ester was prepared according to the general method outlined in example 83 starting from [4-(4-chloro-phenoxy)-benzenesulfonyl]-acetic acid ethyl ester (6 g, 18.3 mmol) and butyl-bis-(2-chloro-ethyl)-amine (5.2 g, 22 mmol). Yield 3.3 g (38%); yellow oil; MS: 480 (M+H)+

Sources & evidence

ORD record
ord-bc7040aaf1684e34951d1828c1498a43
Source dataset
uspto-grants-2002_10
Patent number
US06462073B2

Reaction notes

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