Chloroacetyl chloride → 1-[1-(4-Chloroacetamidomethylphenethyl)piperidin-4-yl]indoline

HRID 1790411Notes

Reaction equation

HRID 1790411 reaction equation
[NH2:1][CH2:2][C:3]1[CH:25]=[CH:24][C:6]([CH2:7][CH2:8][N:9]2[CH2:14][CH2:13][CH:12]([N:15]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH2:17][CH2:16]3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[Cl:26][CH2:27][C:28](Cl)=[O:29]>>[Cl:26][CH2:27][C:28]([NH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][CH2:8][N:9]2[CH2:14][CH2:13][CH:12]([N:15]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH2:17][CH2:16]3)[CH2:11][CH2:10]2)=[CH:24][CH:25]=1)=[O:29]

Participants

3

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 220382211-[1-(4-Aminomethylphenethyl)piperidin-4-yl]indoline

Product 1

HCID 220383741-[1-(4-Chloroacetamidomethylphenethyl)piperidin-4-yl]indolineYield 62.1%

Procedure

1-[1-(4-Aminomethylphenethyl)piperidin-4-yl]indoline (0.1 g) and chloroacetyl chloride (0.026 ml) were treated as in Example 36 to give the title compound (0.074 g) as a pale yellow oil (yield: 62.1%).

Sources & evidence

ORD record
ord-c405968da8c749ae9db01908a1174187
Source dataset
uspto-grants-2006_07
Patent number
US07071201B2

Reaction notes

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