Ethyl orthoformate → HCID 10496886, compound

HRID 1638213Notes

Reaction equation

HRID 1638213 reaction equation
[C:1]1([CH3:24])[CH:6]=[CH:5][C:4]([NH:7][C:8]2([C:21]([NH2:23])=[O:22])[CH2:13][CH2:12][N:11]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:10][CH2:9]2)=[CH:3][CH:2]=1.[CH:25](OCC)(OCC)OCC>>[CH2:14]([N:11]1[CH2:12][CH2:13][C:8]2([N:7]([C:4]3[CH:3]=[CH:2][C:1]([CH3:24])=[CH:6][CH:5]=3)[CH:25]=[N:23][C:21]2=[O:22])[CH2:9][CH2:10]1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 708841-Benzyl-4-(p-toluidino)piperidine-4-carboxamide

Product 1

HCID 10496886HCID 10496886, compound

Conditions

Temperature
150 °C

Procedure

4-(p-tolyl-amino)-1-(phenylmethyl)-4-piperidine-carboxamide (1.62 g) was dissolved in 10 ml triethyl orthoformate and stirred at 150° C. for 15 hours. After cooling to room temperature, the reaction mixture was filtered and the light brown powder washed with ether to yield 8-benzyl-1-p-tolyl-1,3,8-triazaspiro[4,5]dec-2-en-4-one (0.99 g). M.p. 208-213° C.

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationthe reaction mixture was filtered
  3. washthe light brown powder washed with ether

Sources & evidence

ORD record
ord-56af6636d57d4b81b40210fb4cf474cf
Source dataset
uspto-grants-2000_03
Patent number
US06043366

Reaction notes

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