Diethyl Ether → HCID 10436182, compound

HRID 1372930Notes

Reaction equation

[C:1]1([C:7]2[N:8]([C:12]3[C:13]4[N:14]([CH:25]=[CH:26][N:27]=4)[CH:15]=[C:16]([C:18]4[CH:19]=[C:20]([NH2:24])[CH:21]=[CH:22][CH:23]=4)[N:17]=3)[CH:9]=[CH:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:28][C:29]1[CH:34]=[CH:33][C:32]([CH2:35][C:36](Cl)=[O:37])=[CH:31][CH:30]=1.CN(C=O)C.C(OCC)C>C1(C)C=CC=CC=1>[Cl:28][C:29]1[CH:34]=[CH:33][C:32]([CH2:35][C:36]([NH:24][C:20]2[CH:21]=[CH:22][CH:23]=[C:18]([C:16]3[N:17]=[C:12]([N:8]4[CH:9]=[CH:10][N:11]=[C:7]4[C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[C:13]4[N:14]([CH:25]=[CH:26][N:27]=4)[CH:15]=3)[CH:19]=2)=[O:37])=[CH:31][CH:30]=1

Participants

Conditions

Temperature: 50 °C

Procedure

Solid 3-[8-(2-Phenyl-imidazol-1-yl)-imidazo[1,2-a]Pyrazin-6-yl]-phenylamine (50 mg) (7) is added to an anhydrous 0.2 M solution of (4-Chloro-phenyl)-acetyl chloride in toluene (0.7 mL) at room temperature, and 0.25 ml of anhydrous DMF is subsequently added to solubilize the reagents. The reaction is warmed to 50° C. and stirred under N2 for 3 hours. The reaction is cooled to room temperature. Diethyl ether (15 ml) is then added slowly and the resulting tan solid 2-(4-Chloro-phenyl)-N-{3-[8-(2-phenyl-imidazol-1-yl)-imidazo[1,2-a]pyrazin-6-yl]-phenyl}-acetamide (60 mg) (8) is filtered and washed with diethyl ether and dried under vacuum.

Workup

temperatureThe reaction is cooled to room temperature
filtrationthe resulting tan solid 2-(4-Chloro-phenyl)-N-{3-[8-(2-phenyl-imidazol-1-yl)-imidazo[1,2-a]pyrazin-6-yl]-phenyl}-acetamide (60 mg) (8) is filtered
washwashed with diethyl ether
customdried under vacuum

Sources & evidence

ORD record: ord-2d19e4a7ca3d4f898925aa56f753857c
Source dataset: uspto-grants-2007_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07160885B2

Reaction notes

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