N-Benzylnormechlorethamine → 1-Benzyl-4-[4-(4-chloro-phenoxy)-benzenesulfonyl]-piperidine-4-carboxylic acid ethyl ester

HRID 1531121Notes

Reaction equation

HRID 1531121 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].Cl[CH2:25][CH2:26][N:27]([CH2:35][CH2:36]Cl)[CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[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])[CH2:25][CH2:26][N:27]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:35][CH2:36]1)=[O:23])[CH3:2]

Participants

3

Reactant 2

HCID 5928N-BenzylnormechlorethamineHCID 11121795[4-(4-Chloro-phenoxy)-benzenesulfonyl]-acetic acid ethyl ester

Product 1

HCID 109732881-Benzyl-4-[4-(4-chloro-phenoxy)-benzenesulfonyl]-piperidine-4-carboxylic acid ethyl ester

Procedure

1-Benzyl-4-[4-(4-chloro-phenoxy)-benzenesulfonyl]-piperidine-4-carboxylic 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, 16.9 mmol) and bis-(2-chloro-ethyl)-benzyl amine (6.44 g, 24 mmol). Yield 2.21 g (25%); yellow oil; MS: 513.9 (M+H)+

Sources & evidence

ORD record
ord-f70d2d3502e0444f8cbf48ef37aef9e4
Source dataset
uspto-grants-2001_03
Patent number
US06197791B1

Reaction notes

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