Pyrrolidine → HCID 57494734, compound

HRID 861123Notes

Reaction equation

HRID 861123 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]([C:18](=[O:20])[CH3:19])=[C:11]3[CH:12]=[CH:13][CH:14]=[C:15](Cl)[N:10]3[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[NH:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1>>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]([C:18](=[O:20])[CH3:19])=[C:11]3[CH:12]=[CH:13][CH:14]=[C:15]([N:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)[N:10]3[N:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 574447271-[2-(3-Bromophenyl)-7-chloropyrazolo[1,5-a]pyridin-3-yl]ethanone

Product 1

HCID 57494734HCID 57494734, compoundYield 96%

Procedure

In a similar manner as described in Example 1 from 1-[2-(3-bromophenyl)-7-chloropyrazolo[1,5-a]pyridin-3-yl]ethanone (3.00 g, 8.6 mmol) and pyrrolidine, 1-[2-(3-bromophenyl)-7-(1-pyrrolidinyl)pyrazolo[1,5-a]pyridin-3-yl]ethanone (3.18 g, 96%) was obtained as a yellow syrup. 1H NMR (CDCl3): δ 7.78–7.74 (m, 2H), 7.56 (d, 1H), 7.50 (d, 1H), 7.38–7.28 (m, 2H), 6.14 (d, 1H), 3.72 (m, 4H), 2.12 (s, 3H), 1.98 (m, 4H); MS m/z 384 (M+1).

Sources & evidence

ORD record
ord-da663f77b0d34bdd8bb48311f53a9ca7
Source dataset
uspto-grants-2006_12
Patent number
US07153855B2

Reaction notes

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