Phenacyl bromide → HCID 135418313, compound

HRID 399176

Reaction equation

[NH2:1][C:2]1[C:7]2[N:8]=[CH:9][CH:10]=[CH:11][C:6]=2[NH:5][C:4](=[O:12])[N:3]=1.Br[CH2:14][C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=O>CN(C)C=O>[C:17]1([C:15]2[N:1]=[C:2]3[C:7]4[N:8]=[CH:9][CH:10]=[CH:11][C:6]=4[NH:5][C:4](=[O:12])[N:3]3[CH:14]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

Conditions

Temperature: 150 °C

Procedure

A mixture of 4-Amino-pyrido[2,3-e]pyrimidin-2-one (95 mg) and α-bromo-acetophenone (117 mg) in 4 mL of dimethylformamide (DMF) was heated at about 150° C. for 20 min. The reaction mixture was concentrated in vacuo and the residue was subjected to flash chromatography on silica gel with 10% methanol/methylene chloride as the eluent to afford 2-Phenylimidazo[1,2-c]pyrido[2,3-e]pyrimidin-5(6H)-one. (Compound 15), m.p. 329°-330° C.

Workup

concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record: ord-024f3d80588f4b06af68cb701873bb35
Source dataset: uspto-grants-1998_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05817813

Linked notes

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