6-(Pyrimidin-5-yl)hexan-1-ol → 5-[6-[4-(2,2-Diphenylethenyl)-1-piperidinyl]hexyl]pyrimidine

HRID 1249575Notes

Reaction equation

HRID 1249575 reaction equation
[C:1]1([C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]1[CH:29]=[N:30][CH:31]=[N:32][CH:33]=1.N1C=C(CCCCCCO)C=NC=1>>[C:1]1([C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:8][CH:9]2[CH2:10][CH2:11][N:12]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]3[CH:33]=[N:32][CH:31]=[N:30][CH:29]=3)[CH2:13][CH2:14]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 135575446-(Pyrimidin-5-yl)hexan-1-olHCID 13754500HCID 13754500, compoundHCID 139997535-(6-Chlorohexyl)pyrimidine

Product 1

HCID 137545165-[6-[4-(2,2-Diphenylethenyl)-1-piperidinyl]hexyl]pyrimidineYield 50%

Procedure

The title compound was prepared in a manner similar to that employed for the compound of Example 23 starting with 7.4 g of 4-(2,2-diphenylethenyl)piperidine and 5.9 g of 5-(6-chlorohexyl)pyrimidine, from 5-pyrimidinehexanol. Chromatography provided 5.9 g (50%) of crude 5-[6-[4-(2,2-diphenylethenyl)-1-piperidinyl]hexyl]pyrimidine. Crystallization from hexane provided the analytically pure 5-[6-[4-(2,2-diphenylethenyl)-1-piperidinyl]hexyl]pyrimidine, mp 88°-90° C. Analysis Calculated for C29H35N3 : C, 81.84; H, 8.29; N, 9.87. Found: C, 81.90; H, 8.31; N, 9.78.

Workup

  1. customThe title compound was prepared in a manner similar to

Sources & evidence

ORD record
ord-ae5f4c146b6a4eff9d0c7ab7a7525a6d
Source dataset
uspto-grants-1986_12
Patent number
US04632925

Reaction notes

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