Ethyl{[4-(2-butynyloxy)phenyl]sulfonyl}acetate → 4-{[4-(2-Butynyloxy)phenyl]sulfonyl}-1-(3-pentanyl)-piperidine-4-carboxylic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]#[C:18][CH3:19])=[CH:11][CH:10]=1)(=[O:8])=[O:7])[CH3:2].Cl.Cl.Cl[CH2:24][CH2:25][N:26]([CH2:32][CH2:33]Cl)[CH:27]([CH2:30][CH3:31])[CH2:28][CH3:29]>>[CH2:1]([O:3][C:4]([C:5]1([S:6]([C:9]2[CH:10]=[CH:11][C:12]([O:15][CH2:16][C:17]#[C:18][CH3:19])=[CH:13][CH:14]=2)(=[O:7])=[O:8])[CH2:33][CH2:32][N:26]([CH:27]([CH2:30][CH3:31])[CH2:28][CH3:29])[CH2:25][CH2:24]1)=[O:20])[CH3:2]Participants
3
Procedure
4-{[4-(2-Butynyloxy)phenyl]sulfonyl}-1-(3-pentanyl)-piperidine-4-carboxylic acid ethyl ester was was prepared according to the general method as outlined in example 1 (step 6), starting from ethyl{[4-(2-butynyloxy)phenyl]sulfonyl}acetate (8.8 g, 30.0 mmol) and bis-(2-chloro-ethyl)-(3-pentanyl)-amine dihydrochloride (7.4 g, 30 mmol), 3.5 g of product (brown oil) was isolated. Yield 26%; MS: 436 (M+H)+.
Sources & evidence
- ORD record
- ord-e401a20af21544b7a3fc128751f3ba2b
- Source dataset
- uspto-grants-2004_06
- Patent number
- US06753337B2
Reaction notes
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