Sodium cyanoborohydride → 4-(6-Chloronaphthalene-2-sulfonyl)-1-[1-(3-pyridyl)-4-piperidinylamino]-2-piperazinone

HRID 2086302Notes

Reaction equation

HRID 2086302 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][CH2:19][N:18]([N:21]=[C:22]3[CH2:27][CH2:26][N:25]([C:28]4[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=4)[CH2:24][CH2:23]3)[C:17](=[O:34])[CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2.C([BH3-])#N.[Na+]>>[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][CH2:19][N:18]([NH:21][CH:22]3[CH2:27][CH2:26][N:25]([C:28]4[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=4)[CH2:24][CH2:23]3)[C:17](=[O:34])[CH2:16]1)(=[O:13])=[O:14])[CH:6]=[CH:5]2

Participants

3

Reactant 2

HCID 5003444Sodium cyanoborohydrideHCID 695456324-(6-Chloronaphthalene-2-sulfonyl)-1-[1-(3-pyridyl)-4-piperidinylideneamino]-2-piperazinone

Product 1

HCID 178254334-(6-Chloronaphthalene-2-sulfonyl)-1-[1-(3-pyridyl)-4-piperidinylamino]-2-piperazinoneYield 78.3%

Procedure

Similarly to Example 11, 4-(6-chloronaphthalene-2-sulfonyl)-1-[1-(3-pyridyl)-4-piperidinylideneamino]-2-piperazinone (420 mg) was reduced by sodium cyanoborohydride (53 mg) to obtain the title compound (330 mg) as colorless crystals.

Sources & evidence

ORD record
ord-3446991251084a6f9664d6c5c64b04f6
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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