Pyrrolidine → HCID 69449302, compound

HRID 1373811Notes

Reaction equation

HRID 1373811 reaction equation
Cl[C:2]1[N:7]2[N:8]=[C:9]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)[C:10]([C:11](=[O:13])[CH3:12])=[C:6]2[CH:5]=[CH:4][CH:3]=1.[NH:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1>>[F:20][C:17]1[CH:18]=[CH:19][C:14]([C:9]2[C:10]([C:11](=[O:13])[CH3:12])=[C:6]3[CH:5]=[CH:4][CH:3]=[C:2]([N:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)[N:7]3[N:8]=2)=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 223500461-(7-Chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridin-3-yl)ethanone

Product 1

HCID 69449302HCID 69449302, compoundYield 92.8%

Procedure

In a similar manner as described in Example 1, from 1-[7-chloro-2-(4-fluorophenyl)-pyrazolo[1,5-α]pyridin-3-yl]ethanone (0.30 g, 1.0 mmol) and pyrrolidine (0.43 mL, 5.2 mmol), 1-[2-(4-fluorophenyl)-7-(1-pyrrolidinyl)pyrazolo[1,5-α]pyridin-3-yl]ethanone (0.30 g, 91%) was obtained as a yellow solid. 1H NMR (CDCl3): δ 7.78 (d, 1H), 7.56 (m, 2H), 7.36 (t, 1H), 7.13 (t, 2H), 6.16 (d, 1H), 3.72 (m, 4H), 2.11 (s, 3H), 1.99 (m, 4H); MS m/z 324 (M+1).

Sources & evidence

ORD record
ord-57c996a8c34e4e79b0aef74a4c61dabf
Source dataset
uspto-grants-2007_01
Patent number
US07163940B2

Reaction notes

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