Allylamine → HCID 18960748, compound

HRID 1708321Notes

Reaction equation

HRID 1708321 reaction equation
[O:1]1[CH2:3][CH:2]1[CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:33]=[CH:32][C:12]([C:13]([N:15]2[CH2:20][CH2:19][CH:18]([N:21]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[CH2:25][CH2:24][C:22]3=[O:23])[CH2:17][CH2:16]2)=[O:14])=[CH:11][CH:10]=1.[CH2:34]([NH2:37])[CH:35]=[CH2:36]>CO>[OH:1][CH:2]([CH2:3][NH:37][CH2:34][CH:35]=[CH2:36])[CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:33]=[CH:32][C:12]([C:13]([N:15]2[CH2:20][CH2:19][CH:18]([N:21]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[CH2:25][CH2:24][C:22]3=[O:23])[CH2:17][CH2:16]2)=[O:14])=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 7853AllylamineHCID 19030869HCID 19030869, compound

Product 1

HCID 18960748HCID 18960748, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-{1-[4-(4-Oxiranylbutoxy)benzoyl]-4-piperidinyl}-3,4-dihydrocarbostyril (4.6 g) is dissolved in methanol (100 ml), and thereto is added allylamine (10 ml), and the mixture is stirred overnight. The reaction mixture is concentrated and purified by silica gel column chromatography (eluent; dichloromethane:methanol=10:1) to give 1-{1-[4-(5-hydroxy-6-allylaminohexyloxy)benzoyl]-4-piperidinyl}-3,4-dihydrocarbostyril (2.5 g) as colorless oil.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. custompurified by silica gel column chromatography (eluent; dichloromethane:methanol=10:1)

Sources & evidence

ORD record
ord-3c1247e31d9c4d0f9089fea677575b56
Source dataset
uspto-grants-1994_10
Patent number
US05356904

Reaction notes

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