3-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amine → HCID 54310514, compound
Reaction equation
CS[C:3]1[NH:8][C:7](=[O:9])[C:6]([CH2:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:5][N:4]=1.[N:19]1([CH2:25][C:26]2[CH:27]=[C:28]([CH:34]=[CH:35][CH:36]=2)[O:29][CH2:30][CH2:31][CH2:32][NH2:33])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>>[C:13]1([CH2:12][CH2:11][CH2:10][C:6]2[C:7](=[O:9])[NH:8][C:3]([NH:33][CH2:32][CH2:31][CH2:30][O:29][C:28]3[CH:34]=[CH:35][CH:36]=[C:26]([CH2:25][N:19]4[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]4)[CH:27]=3)=[N:4][CH:5]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1Participants
3
Procedure
A mixture of 2-(methylthio)-5-(3-phenylpropyl)-4(3H)-pyrimidinone (0.52 g) and 3-[3-[(1-piperidinyl)methyl]phenoxy]propanamine (1.056 g) was heated at 140° for 4 h. The residue was chromatographed (silica/methanol-ethyl acetate 1:1) and the oily product titrated with light petroleum (b.p. 60°-80°) to give the title compound (0.18 g), m.p. 104°-108°.
Workup
- temperaturewas heated at 140° for 4 h
- customThe residue was chromatographed (silica/methanol-ethyl acetate 1:1)
Sources & evidence
- ORD record
- ord-075a55fe21854c68b175dea99ac5cfa2
- Source dataset
- uspto-grants-1985_06
- Patent number
- US04524071
Reaction notes
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