N,N-Bis(2-chloroethyl)-1-butanamine → 1-Butyl4-[4-(3-methyl-butoxy)-benzenesulfonyl]-piperidine-4-carboxylic acid ethyl ester

HRID 991123Notes

Reaction equation

HRID 991123 reaction equation
[CH2:1]([O:3][C:4](=[O:21])[CH2:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[CH:11][CH:10]=1)(=[O:8])=[O:7])[CH3:2].[CH2:22]([N:26]([CH2:30][CH2:31]Cl)[CH2:27][CH2:28]Cl)[CH2:23][CH2:24][CH3:25]>>[CH2:1]([O:3][C:4]([C:5]1([S:6]([C:9]2[CH:10]=[CH:11][C:12]([O:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[CH:13][CH:14]=2)(=[O:7])=[O:8])[CH2:31][CH2:30][N:26]([CH2:22][CH2:23][CH2:24][CH3:25])[CH2:27][CH2:28]1)=[O:21])[CH3:2]

Participants

3

Reactant 2

HCID 39224N,N-Bis(2-chloroethyl)-1-butanamineHCID 11088330[4-(3-Methyl-butoxy)phenylsulfonyl]-acetic acid ethyl ester

Product 1

HCID 184167851-Butyl4-[4-(3-methyl-butoxy)-benzenesulfonyl]-piperidine-4-carboxylic acid ethyl ester

Procedure

1-Butyl-4-[4-(3-methyl-butoxy)-benzenesulfonyl]-piperidine-4-carboxylic acid ethyl ester was prepared according to the general method outlined in example 83 starting from [4-(3-methyl-butoxy)-phenylsulfonyl]-acetic acid ethyl ester (6.2 g, 20 mmol) and butyl-bis-(2-chloro-ethyl)-amine (5.2 g, 22 mmol). Yield 7 g (79%); yellow oil; MS: 440 (M+H)+

Sources & evidence

ORD record
ord-9181e64b3a4f480787d09081acc42da4
Source dataset
uspto-grants-2002_10
Patent number
US06462073B2

Reaction notes

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