Tetrahydrofuran → HCID 44159248, compound

HRID 1428190Notes

Reaction equation

HRID 1428190 reaction equation
C1COCC1.[N:6]1[N:10]2[CH:11]=[CH:12][CH:13]=[N:14][C:9]2=[C:8]([C:15]2[CH:20]=[C:19]([NH2:21])[CH:18]=[CH:17][N:16]=2)[CH:7]=1.[F:22][C:23]1[CH:31]=[CH:30][C:26]([C:27](Cl)=[O:28])=[CH:25][CH:24]=1>CCN(CC)CC>[F:22][C:23]1[CH:31]=[CH:30][C:26]([C:27]([NH:21][C:19]2[CH:18]=[CH:17][N:16]=[C:15]([C:8]3[CH:7]=[N:6][N:10]4[CH:11]=[CH:12][CH:13]=[N:14][C:9]=34)[CH:20]=2)=[O:28])=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 678794-Fluorobenzoyl chlorideHCID 58268946HCID 58268946, compound

Product 1

HCID 44159248HCID 44159248, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
50 °C

Procedure

To a THF suspension of 2-(pyrazolo[1,5-a]pyrimidin-3-yl)pyridin-4-amine (8g) was added Et3N and 4-fluorobenzoyl chloride. The reaction mixture was stirred at 50° C. for 2 hours until LS/MS indicated the desired product was the major peak. After aqueous work up, the residue was dissolved in 1 ml of DMSO and purified by preparative HPLC. The product was obtained as a solid (10 mg).

Sources & evidence

ORD record
ord-833c78bd9cc44645b5ab81d914d40e4a
Source dataset
uspto-grants-2015_01
Patent number
US08937064B2

Reaction notes

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