Ethyl orthoformate → HCID 18801217, compound

HRID 1638215Notes

Reaction equation

HRID 1638215 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2([C:22]([NH2:24])=[O:23])[CH2:14][CH2:13][N:12]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[CH:25](OCC)(OCC)OCC>>[CH2:15]([N:12]1[CH2:13][CH2:14][C:9]2([N:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[CH:25]=[N:24][C:22]2=[O:23])[CH2:10][CH2:11]1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 705871-Benzyl-4-((4-chlorophenyl)amino)piperidine-4-carboxamide

Product 1

HCID 18801217HCID 18801217, compound

Conditions

Temperature
150 °C

Procedure

4-(4-chloro-phenyl-amino)-1-(phenylmethyl)-4-piperidine-carboxamide (6.47 g) was dissolved in 31 ml triethyl orthoformate and stirred at 150° C. for 10 d. After cooling to 0° C., the reaction mixture was filtered and the light brown powder washed with ether to yield 8-benzyl-1-4-chloro-phenyl-1,3,8-triazaspiro[4,5]dec-2-en-4-one (3.90 g). M.p. 217-219° C.

Workup

  1. temperatureAfter cooling to 0° C.
  2. filtrationthe reaction mixture was filtered
  3. washthe light brown powder washed with ether

Sources & evidence

ORD record
ord-843253791e4d4aa0a057b1b6b698188e
Source dataset
uspto-grants-2000_03
Patent number
US06043366

Reaction notes

Loading…