HCID 59631240, compound → HCID 49831209, compound

HRID 1618717Notes

Reaction equation

HRID 1618717 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([F:13])=[CH:9][C:10]=2[F:12])[N:5]=[C:4]([C:14]2[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=2[S:21]([CH3:24])(=[O:23])=[O:22])[C:3]=1[CH3:25].[CH3:26][C:27]1([CH3:42])[C:31]2=[N:32][CH:33]=[C:34]([N:36]3[CH2:41][CH2:40][O:39][CH2:38][CH2:37]3)[CH:35]=[C:30]2[NH:29][CH2:28]1>C1(C)C=CC=CC=1>[CH3:26][C:27]1([CH3:42])[C:31]2=[N:32][CH:33]=[C:34]([N:36]3[CH2:41][CH2:40][O:39][CH2:38][CH2:37]3)[CH:35]=[C:30]2[N:29]([C:2]2[C:11]3[C:6](=[CH:7][C:8]([F:13])=[CH:9][C:10]=3[F:12])[N:5]=[C:4]([C:14]3[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][C:15]=3[S:21]([CH3:24])(=[O:23])=[O:22])[C:3]=2[CH3:25])[CH2:28]1

Participants

4

Reactant 2

HCID 59631240HCID 59631240, compoundHCID 672844994-(3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-6-yl)-morpholine

Product 1

HCID 49831209HCID 49831209, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Prepared according to procedure Y using 4-chloro-5,7-difluoro-3-methyl-2-(5-methyl-2-(methylsulfonyl)phenyl)quinoline (60.0 mg, 0.160 mmol) and 4-(3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-6-yl)morpholine in toluene to give 4-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-5,7-difluoro-3-methyl-2-(5-methyl-2-(methylsulfonyl)phenyl)quinoline. 1H NMR (400 MHz, chloroform-d) δ ppm 7.99-8.17 (1H, m), 7.43-7.64 (3H, m), 7.22-7.31 (1H, m), 7.07 (1H, ddd, J=11.9, 8.9, 2.4 Hz), 6.00 (1H, d, J=2.2 Hz), 4.03 (1H, d, J=9.0 Hz), 3.66-3.87 (4H, m), 3.61 (1H, d, J=8.8 Hz), 2.97-3.16 (7H, m), 2.52 (3H, s), 1.96 (3H, s), 1.42-1.60 (6H, m). Mass Spectrum (ESI) m/e=579.2 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-97de2ba9fb074efab9523c358d59c517
Source dataset
uspto-grants-2014_07
Patent number
US08765940B2

Reaction notes

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