1,1'-Carbonyldiimidazole → HCID 22020952, compound

HRID 1793314Notes

Reaction equation

HRID 1793314 reaction equation
[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].[NH2:13][CH2:14][CH2:15][CH2:16][NH:17][C:18]1([CH2:31][OH:32])[CH2:23][CH2:22][N:21]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:20][CH2:19]1>C1COCC1>[OH:32][CH2:31][C:18]1([N:17]2[CH2:16][CH2:15][CH2:14][NH:13][C:1]2=[O:2])[CH2:19][CH2:20][N:21]([CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:22][CH2:23]1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 22020956HCID 22020956, compound

Product 1

HCID 22020952HCID 22020952, compoundYield 49.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1,1′-Carbonylbis-1H-imidazole (0.0149 mol) was added to a mixture of intermediate (15) (0.0137 mol) in THF (40 ml). The mixture was stirred at room temperature overnight. The precipitate was filtered off, crystallized from ACN, filtered off, washed with ACN and DIPE and then dried, yielding 2.05 g of tetrahydro-1-[4-(hydroxy-methyl)-1-(phenylmethyl)4-piperidinyl]-2(1H)-pyrimidinone (intermediate 16, mp. 210° C.).

Workup

  1. filtrationThe precipitate was filtered off
  2. customcrystallized from ACN
  3. filtrationfiltered off
  4. washwashed with ACN and DIPE
  5. customdried

Sources & evidence

ORD record
ord-e31df8ebcd91409b97b45604f0093f7e
Source dataset
uspto-grants-2006_07
Patent number
US07081453B2

Reaction notes

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