3-(Dimethylamino)pyrrolidine → HCID 11633287, compound

HRID 2104182Notes

Reaction equation

HRID 2104182 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[C:6]([C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])=[C:5]2[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[CH3:25][N:26]([CH3:32])[CH:27]1[CH2:31][CH2:30][NH:29][CH2:28]1>C(OCC)(=O)C.CO>[CH3:25][N:26]([CH3:32])[CH:27]1[CH2:31][CH2:30][N:29]([C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[N:8]=[C:7]([CH3:12])[C:6]([C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])=[C:5]3[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:28]1

Participants

4

Reactant 2

HCID 27585193-(Dimethylamino)pyrrolidineHCID 11710932HCID 11710932, compound

Product 1

HCID 11633287HCID 11633287, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent

Procedure

The title compound was prepared from 1-(6-Bromo-2-methyl-4-phenyl-quinolin-3-yl)-2,2,2-trifluoro-ethanone [example 3] and 3-(dimethylamino)pyrrolidine according to the procedure of example 25, except that the reaction time was of 16 h and that ethyl acetate/methanol (9:1) was used. Yield: 37%; MS: m/z=428 (M+H).

Sources & evidence

ORD record
ord-cc19e38989b54674b5797e6736ab2da6
Source dataset
uspto-grants-2009_08
Patent number
US07576217B2

Reaction notes

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