Triethylamine → HCID 15680235, compound

HRID 2371675Notes

Reaction equation

HRID 2371675 reaction equation
Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3].[F:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19]1[N:20]=[C:21]2[C:26]3[CH2:27][NH:28][CH2:29][CH2:30][C:25]=3[NH:24][C:23](=[O:31])[N:22]2[CH:32]=1.C(N(CC)CC)C>CN(C=O)C>[C:2]([N:28]1[CH2:29][CH2:30][C:25]2[NH:24][C:23](=[O:31])[N:22]3[CH:32]=[C:19]([C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=4[F:12])[N:20]=[C:21]3[C:26]=2[CH2:27]1)([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 110005642-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]pyrido[3,4-e]pyrimidin-5(6H)-one

Product 1

HCID 15680235HCID 15680235, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Benzyl chloroformate (57 uL, 0.4 mmol) was added to a solution of 2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]pyrido[3,4-e] pyrimidin-5(6H)-one (124 mg, 0.4 mmol) and triethylamine (74 uL, 0.5 mmol) in DMF (1 mL) at room temperature. The reaction mixture was stirred for 1 hour, then poured into ice water. The precipitate was collected, washed with 95% ethanol and ether, and subsequently dried to give 9-Carbobenzyloxy-2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]pyrido[3,4-e] pyrimidin-5(6H)-one (Compound 44). Recrystallization from aqueous ethanol afforded Compound 41 as an off-white solid, m.p. 250° C. (d).

Workup

  1. customThe precipitate was collected
  2. washwashed with 95% ethanol and ether
  3. customsubsequently dried

Sources & evidence

ORD record
ord-59f394b938b240339dbf64f18236eab8
Source dataset
uspto-grants-1992_03
Patent number
US05095015

Reaction notes

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