6-[3-(Dimethylamino)-1-pyrrolidinyl]-3-pyridinamine → HCID 66715218, compound

HRID 2271634Notes

Reaction equation

HRID 2271634 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[C:5]2Cl.[CH3:18][N:19]([CH3:32])[CH:20]1[CH2:24][CH2:23][N:22]([C:25]2[N:30]=[CH:29][C:28]([NH2:31])=[CH:27][CH:26]=2)[CH2:21]1>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[C:5]2[NH:31][C:28]1[CH:29]=[N:30][C:25]([N:22]2[CH2:23][CH2:24][CH:20]([N:19]([CH3:32])[CH3:18])[CH2:21]2)=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 211056706-[3-(Dimethylamino)-1-pyrrolidinyl]-3-pyridinamineHCID 66715111(6-Bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone

Product 1

HCID 66715218HCID 66715218, compoundYield 71.2%

Procedure

Following General procedure C, (6-bromo-4-chloroquinolin-3-yl)(cyclopropyl)methanone (311 mg, 1 mmol) was reacted with 6-(3-(dimethylamino)pyrrolidin-1-yl)pyridin-3-amine (309 mg, 1.5 mmol) to afford the desired product (342 mg, 71%) as a yellow solid: ESI MS m/z 480 [C24H26BrN5O+H]+.

Sources & evidence

ORD record
ord-43d7df38dd374c9f8b2ab783edf5c978
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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