HCID 10308898, compound → HCID 10194095, compound

HRID 1269050Notes

Reaction equation

F[C:2]1[CH:7]=[C:6]([C:8]2[C:16]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([NH:23][CH:24]([CH3:26])[CH3:25])[N:18]=3)=[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][N:10]3[N:9]=2)[CH:5]=[CH:4][N:3]=1>C(N)(C)C>[CH:24]([NH:23][C:19]1[N:18]=[C:17]([C:16]2[C:8]([C:6]3[CH:5]=[CH:4][N:3]=[C:2]([NH:9][CH:8]([CH3:16])[CH3:6])[CH:7]=3)=[N:9][N:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=23)[CH:22]=[CH:21][N:20]=1)([CH3:26])[CH3:25]

Participants

Conditions

Temperature: 120 °C

Procedure

4-[2-(2-Fluoro-4-pyridinyl)pyrazolo[1,5-a]pyridin-3-yl]-N-isopropyl-2-pyrimidinamine (80 mg, 0.23 mmol) was dissolved in isopropylamine (10 mL) in a pressure vessel and the resulting solution heated at 120° C. for 4 days. The resulting mixture was concentrated to a solid that was purified by by silica gel chromatography (1:1 ethyl acetate:hexane) to give 50 mg (56%) of the title compound as a solid. 1H NMR (CDCl3): δ 8.53 (d, 1H), 8.43 (d, 1H), 8.1.5 (two d, 2H), 7.35 (t, 1H), 6.96 (t, 1H), 6.82 (d, 1H), 6.65 (s, 1H), 6.50 (d, 1H), 5.08 (d, 1H), 4.60 (d, 1H), 4.25 (m, 1H), 3.94 (m, 1H), 1.33 (d, 6H), 1.25 (d, 6H); MS m/388 (M+1).

Workup

concentrationThe resulting mixture was concentrated to a solid
customthat was purified by by silica gel chromatography (1:1 ethyl acetate:hexane)

Sources & evidence

ORD record: ord-093fbda685ff4f059bc6e178a8da8188
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07199120B2

Reaction notes

Loading…