Pyrrolidine → 1-(6-Bromo-pyridin-2-ylmethyl)-3-(6-pyrrolidin-1-yl-pyridine-3-carbonyl)-1H-quinolin-4-one

HRID 227094Notes

Reaction equation

HRID 227094 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([CH2:8][N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=[O:19])[C:11]([C:20]([C:22]3[CH:23]=[N:24][C:25](Cl)=[CH:26][CH:27]=3)=[O:21])=[CH:10]2)[CH:5]=[CH:4][CH:3]=1.[NH:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1>C1COCC1>[Br:1][C:2]1[N:7]=[C:6]([CH2:8][N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=[O:19])[C:11]([C:20]([C:22]3[CH:23]=[N:24][C:25]([N:29]4[CH2:33][CH2:32][CH2:31][CH2:30]4)=[CH:26][CH:27]=3)=[O:21])=[CH:10]2)[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 57754507HCID 57754507, compound

Product 1

HCID 577547621-(6-Bromo-pyridin-2-ylmethyl)-3-(6-pyrrolidin-1-yl-pyridine-3-carbonyl)-1H-quinolin-4-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Experimental conditions analogous to those described for Example 141, from 103 mg (0.23 mmol) of 1-(6-bromo-pyridin-2-ylmethyl)-3-(6-chloro-pyridine-3-carbonyl)-1H-quinolin-4-one and 0.5 mL pyrrolidine in 2 mL THF. Yield: 50 mg of a yellow powder. LC-MSD, m/z for C25H21BrN4O2 [M+H]+=489.0, 491.0; HPLC retention time: 1.1 min.

Sources & evidence

ORD record
ord-6ef31cf6ef8c4984888d00f15d142848
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Reaction notes

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