Triethylamine → HCID 11067772, compound

HRID 1728558Notes

Reaction equation

HRID 1728558 reaction equation
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].[F:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[N:14]=[C:15]2[C:20]3[CH2:21][NH:22][CH2:23][CH2:24][C:19]=3[NH:18][C:17](=[O:25])[N:16]2[CH:26]=1.C(N(CC)CC)C>CN(C=O)C>[C:1]([N:22]1[CH2:23][CH2:24][C:19]2[NH:18][C:17](=[O:25])[N:16]3[CH:26]=[C:13]([C:8]4[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=4[F:6])[N:14]=[C:15]3[C:20]=2[CH2:21]1)(=[O:4])[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 110005642-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]pyrido[3,4-e]pyrimidin-5(6H)-one

Product 1

HCID 11067772HCID 11067772, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Propionyl chloride (39 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 (2 mL) at room temperature. The reaction mixture was stirred for 50 minutes, and then poured into ice water. The precipitate was collected, washed with water and 95% ethanol, and dried to yield 9-propionyl-2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]pyrido[3,4-e]pyrimidin-5(6H)-one (Compound 36) as a white solid, m.p. >310° C.

Workup

  1. customThe precipitate was collected
  2. washwashed with water and 95% ethanol
  3. customdried

Sources & evidence

ORD record
ord-cf1fdafeca7747518b8c9a6effb393ac
Source dataset
uspto-grants-1994_07
Patent number
US05328912

Reaction notes

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