Piperidin-4-ol → HCID 178511974, compound

HRID 1464107Notes

Reaction equation

HRID 1464107 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][C:15]#[N:16].[OH:17][CH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1.[C:24]([OH:31])(=[O:30])/[CH:25]=[CH:26]/[C:27]([OH:29])=[O:28]>C(O)C.CO>[C:24]([OH:31])(=[O:30])/[CH:25]=[CH:26]/[C:27]([OH:29])=[O:28].[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][C:15]([N:21]1[CH2:22][CH2:23][CH:18]([OH:17])[CH2:19][CH2:20]1)=[NH:16]

Participants

6

Reactant 3

HCID 79341Piperidin-4-olHCID 444972Fumaric AcidHCID 19089184HCID 19089184, compound

Product 1

HCID 178511974HCID 178511974, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

A mixture of 2'-fluoro-2-biphenylylcyanamide (2.5 g) and 4-hydroxypiperidine (1.4 g) in ethanol (30 ml) was heated at reflux on a steam bath for 2 hours gave a yellow foamy solid which was reacted with fumaric acid (1.3 g) in methanol (10 ml) to give N-(2'-fluoro-2-biphenylyl)-4-hydroxypiperidine-1-carboxamidine fumarate as a colourless solid (m.p. 214°-215° C.) which was recrystallised from a 1:2 mixture of methanol and ether.

Workup

  1. temperaturewas heated
  2. temperatureat reflux on a steam bath for 2 hours
  3. customgave a yellow foamy solid which

Sources & evidence

ORD record
ord-36a7271b9db54e5c86aa29d55916381e
Source dataset
uspto-grants-1994_04
Patent number
US05302720

Reaction notes

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