Triethylsilane → HCID 118566690, compound

HRID 1056804Notes

Reaction equation

HRID 1056804 reaction equation
[F:1][C:2]1([F:30])[CH2:7][CH2:6][CH:5]([CH2:8][NH:9][C:10]([C:12]2[C:13]3[CH:14]=[CH:15][C:16]([C:23]4[CH2:24][CH2:25][N:26]([CH3:29])[CH2:27][CH:28]=4)=[N:17][C:18]=3[CH:19]=[CH:20][C:21]=2[Cl:22])=[O:11])[CH2:4][CH2:3]1.C([SiH](CC)CC)C>[Pd]>[F:30][C:2]1([F:1])[CH2:7][CH2:6][CH:5]([CH2:8][NH:9][C:10]([C:12]2[C:13]3[CH:14]=[CH:15][C:16]([CH:23]4[CH2:24][CH2:25][N:26]([CH3:29])[CH2:27][CH2:28]4)=[N:17][C:18]=3[CH:19]=[CH:20][C:21]=2[Cl:22])=[O:11])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 118566708HCID 118566708, compound

Product 1

HCID 118566690HCID 118566690, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The title compound was synthesized according to the procedure described in example 126 using 6-chloro-2-(1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-quinoline-5-carboxylic acid (4,4-difluoro-cyclohexylmethyl)-amide, palladium on carbon and triethylsilane. 1H NMR (400 MHz, DMSO-d6) δ 8.80 (t, J=5.81 Hz, 1H), 8.05 (d, J=8.72 Hz, 1H), 7.98 (d, J=9.01 Hz, 1H), 7.78 (d, J=9.01 Hz, 1H), 7.61 (d, J=8.71 Hz, 1H), 3.27 (t, J=6.21 Hz, 4H), 3.04 (s, 1H), 2.69 (s, 2H), 2.58 (s, 3H), 2.03 (s, 6H), 1.74-1.86 (m, 5H), 1.22-1.33 (m, 2H). m/z: 436.0 [M+H]+

Sources & evidence

ORD record
ord-992707ae6bfa4bba93adb951138b2539
Source dataset
uspto-grants-2016_07
Patent number
US09399623B2

Reaction notes

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