N-methyl-2-pyrrolidone → 3-(7-bromo-quinolin-4-yl)-2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-4-ol
Reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([C:12]3[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=4)=[N:15][N:14]4[CH2:23][CH2:24][CH:25](Cl)[C:13]=34)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.CN1C(=[O:33])CCC1>>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([C:12]3[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=4)=[N:15][N:14]4[CH2:23][CH2:24][CH:25]([OH:33])[C:13]=34)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1Participants
3
Procedure
A solution of 7-bromo-4-(4-chloro-2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-quinoline (765.0 mg, 1.80 mmol) in 15% (v/v) aqueous N-methyl pyrrolidinone (15 mL) is heated at 120° C. for 18 h. The mixture is concentrated in vacuo and the residue chromatographed on SiO2 (dichloromethane to 20% methanol in dichloromethane) to yield a yellow solid, 408.0 mg (60%).
Workup
- concentrationThe mixture is concentrated in vacuo