3-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amine → HCID 20277861, compound

HRID 1248418Notes

Reaction equation

HRID 1248418 reaction equation
[CH2:1]([C:5]1[C:6](=[O:13])[NH:7][C:8](SC)=[N:9][CH:10]=1)[CH2:2][CH2:3][CH3:4].[N:14]1([CH2:20][C:21]2[CH:22]=[C:23]([CH:29]=[CH:30][CH:31]=2)[O:24][CH2:25][CH2:26][CH2:27][NH2:28])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>>[CH2:1]([C:5]1[C:6](=[O:13])[NH:7][C:8]([NH:28][CH2:27][CH2:26][CH2:25][O:24][C:23]2[CH:29]=[CH:30][CH:31]=[C:21]([CH2:20][N:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]3)[CH:22]=2)=[N:9][CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 102205613-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amineHCID 13330684HCID 13330684, compound

Product 1

HCID 20277861HCID 20277861, compoundYield 82.5%

Procedure

A mixture of 5-butyl-2-(methylthio)-4(3H)-pyrimidinone (0.85 g) and 3-[3-[(1-piperidinyl)methyl]phenoxy]propanamine (1.1 g) was heated at 98°-100° for 6 hours and 140° for 2 hours. The residue was chromatographed (silica/methanol) to give an oil which solidified yielding the title compound (1.41 g) m.p. 105°-105.5°.

Workup

  1. temperaturewas heated at 98°-100° for 6 hours and 140° for 2 hours
  2. customThe residue was chromatographed (silica/methanol)
  3. customto give an oil which

Sources & evidence

ORD record
ord-ed1b929a09d347e18d61dcfe6adb1650
Source dataset
uspto-grants-1985_06
Patent number
US04524071

Reaction notes

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