Ethyl{[4-(2-butynyloxy)phenyl]sulfonyl}acetate → Ethyl 4-{[4-(2-butynyloxy)phenyl]sulfonyl}-1-isopropyl-4-piperidine carboxylate

HRID 353540Notes

Reaction equation

HRID 353540 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.[CH:22]([N:25]([CH2:29][CH2:30]Cl)[CH2:26][CH2:27]Cl)([CH3:24])[CH3:23]>>[CH2:16]([O:15][C:12]1[CH:11]=[CH:10][C:9]([S:6]([C:5]2([C:4]([O:3][CH2:1][CH3:2])=[O:20])[CH2:30][CH2:29][N:25]([CH:22]([CH3:24])[CH3:23])[CH2:26][CH2:27]2)(=[O:7])=[O:8])=[CH:14][CH:13]=1)[C:17]#[C:18][CH3:19]

Participants

3

Reactant 2

HCID 11335441Ethyl{[4-(2-butynyloxy)phenyl]sulfonyl}acetateHCID 17138987Isopropyl [bis(2-chloroethyl)]amine hydrochloride

Product 1

HCID 23513861Ethyl 4-{[4-(2-butynyloxy)phenyl]sulfonyl}-1-isopropyl-4-piperidine carboxylateYield 64%

Procedure

Ethyl 4-{[4-(2-butynyloxy)phenyl]sulfonyl}-1-isopropyl-4-piperidine carboxylate was prepared according to the general method as outlined in example 1 (step 6), starting from (4-but-2-ynyloxy-benzenesulfonyl)-acetic acid ethyl ester (6 g, 20.3 mmol) and isopropyl [bis(2-chloroethyl)]amine hydrochloride (4.88 g, 22.3 mmol); 5.28 g brown oil. Yield 64%; MS: 408.2 (M+H)+.

Sources & evidence

ORD record
ord-7e20a247f34b403d87a2688717b536af
Source dataset
uspto-grants-2004_06
Patent number
US06753337B2

Reaction notes

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