Furo(3,4-b)pyrazine-5,7-dione → 3-(2-Phenyl-imidazo[1,2-a]pyrimidin-7-ylcarbamoyl)-pyrazine-2-carboxylic acid

HRID 1958324Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][N:4]=[C:3]2[C:7](=[O:11])[O:8][C:9](=[O:10])[C:2]=12.[C:12]1([C:18]2[N:19]=[C:20]3[N:25]=[C:24]([NH2:26])[CH:23]=[CH:22][N:21]3[CH:27]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CN(C1C=CN=CC=1)C.CN(C=O)C>[C:12]1([C:18]2[N:19]=[C:20]3[N:25]=[C:24]([NH:26][C:7]([C:3]4[C:2]([C:9]([OH:8])=[O:10])=[N:1][CH:6]=[CH:5][N:4]=4)=[O:11])[CH:23]=[CH:22][N:21]3[CH:27]=2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

Conditions

Temperature: 78 °C

Procedure

Furo[3,4-b]pyrazine-5,7-dione (736 mg, 4.9 mmol) and DMAP (58 mg, cat.) were added to a solution of 2-phenyl-imidazo[1,2-a]pyrimidin-7-ylamine (example 1, step 1, 1.00 g, 4.8 mmol) in DMF (25 ml). The mixture was heated to 78° C. overnight, and cooled to RT. The formed precipitate was collected by filtration, and residual solvent was removed under vacuum. The thus obtained crude product (800 mg, 47%) was used in the next step without further purification.

Workup

temperaturecooled to RT
filtrationThe formed precipitate was collected by filtration, and residual solvent
customwas removed under vacuum

Sources & evidence

ORD record: ord-8d4635bc6bb74226ba7ef648f8d31a82
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08410117B2

Reaction notes

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