Allylamine → HCID 18960748, compound

HRID 1463311Notes

Reaction equation

HRID 1463311 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-9937b7e2d3f24391808630c0ce2e70e6
Source dataset
uspto-grants-1994_04
Patent number
US05300513

Reaction notes

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