2-(Ethylthio)ethylamine hydrochloride → 4-[(6-Chloro-2-naphthyl)sulfonyl]-N-[2-(ethylsulfanyl)ethyl]-1-[methyl[1-(4-pyridinyl)-4-piperidinyl]amino]-6-oxo-2-piperazine Carboxamide Hydrochloride

HRID 2086311Notes

Reaction equation

HRID 2086311 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][C:19](=[O:21])[N:18]([N:22]([CH3:35])[CH:23]3[CH2:28][CH2:27][N:26]([C:29]4[CH:34]=[CH:33][N:32]=[CH:31][CH:30]=4)[CH2:25][CH2:24]3)[CH:17]([C:36](O)=[O:37])[CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2.Cl.[CH2:40]([S:42][CH2:43][CH2:44][NH2:45])[CH3:41]>>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][C:19](=[O:21])[N:18]([N:22]([CH3:35])[CH:23]3[CH2:28][CH2:27][N:26]([C:29]4[CH:30]=[CH:31][N:32]=[CH:33][CH:34]=4)[CH2:25][CH2:24]3)[CH:17]([C:36]([NH:45][CH2:44][CH2:43][S:42][CH2:40][CH3:41])=[O:37])[CH2:16]1)(=[O:13])=[O:14])[CH:6]=[CH:5]2

Participants

3

Reactant 2

HCID 30168702-(Ethylthio)ethylamine hydrochlorideHCID 227272374-[(6-Chloro-2-naphthyl)sulfonyl)-1-[methyl[1-(4-pyridinyl)-4-piperidinyl]amino]-6-oxo-2-piperazinecarboxylic Acid

Product 1

HCID 227272554-[(6-Chloro-2-naphthyl)sulfonyl]-N-[2-(ethylsulfanyl)ethyl]-1-[methyl[1-(4-pyridinyl)-4-piperidinyl]amino]-6-oxo-2-piperazine Carboxamide HydrochlorideYield 145.5%

Procedure

Similarly to Example 120 and using 4-[(6-chloro-2-naphthyl)sulfonyl)-1-[methyl[1-(4-pyridinyl)-4-piperidinyl]amino]-6-oxo-2-piperazinecarboxylic acid (0.18 g) obtained in Example 110 and 2-(ethylthio)ethylamine hydrochloride (0.065 g), the title compound (0.16 g) was obtained as a pale yellow powder.

Sources & evidence

ORD record
ord-b64b30804e5648b98282f5a171f09aab
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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