Triethylsilane → HCID 118566584, compound

HRID 1056785Notes

Reaction equation

HRID 1056785 reaction equation
[OH:1][C@:2]1([CH2:9][NH:10][C:11]([C:13]2[C:14]3[CH:15]=[CH:16][C:17]([C:24]4[CH2:28][CH2:27][CH2:26][CH:25]=4)=[N:18][C:19]=3[CH:20]=[CH:21][C:22]=2[Cl:23])=[O:12])[CH2:7][CH2:6][CH2:5][C@@H:4]([CH3:8])[CH2:3]1.C([SiH](CC)CC)C>[Pd]>[OH:1][C@:2]1([CH2:9][NH:10][C:11]([C:13]2[C:14]3[CH:15]=[CH:16][C:17]([CH:24]4[CH2:25][CH2:26][CH2:27][CH2:28]4)=[N:18][C:19]=3[CH:20]=[CH:21][C:22]=2[Cl:23])=[O:12])[CH2:7][CH2:6][CH2:5][C@@H:4]([CH3:8])[CH2:3]1

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 118566705HCID 118566705, compound

Product 1

HCID 118566584HCID 118566584, 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-cyclopent-1-enyl-quinoline-5-carboxylic acid ((1R,3R)-1-hydroxy-3-methyl-cyclohexylmethyl)-amide, palladium on carbon and triethylsilane. 1H NMR (400 MHz, DMSO-d6): δ 8.59 (t, J=6.01 Hz, 1H), 8.10 (d, J=8.82 Hz, 1H), 7.96 (d, J=9.22 Hz, 1H), 7.75 (d, J=9.23 Hz, 1H), 7.59 (d, J=8.81 Hz, 1H), 3.35-3.39 (m, 1H), 3.29 (s, 2H), 2.06-2.09 (m, 2H), 1.78-1.87 (m, 4H), 1.69-1.75 (m, 3H), 1.47-1.61 (m, 4H), 1.47-1.48 (m, 1H), 1.23-1.29 (m, 1H), 1.03 (t, J=12.81 Hz, 1H), 0.83-0.84 (m, 3H), 0.73-0.76 (m, 1H). m/z: 401.2 [M+H]+

Sources & evidence

ORD record
ord-d9ddacba49dc449abb4daa7a68e2e87d
Source dataset
uspto-grants-2016_07
Patent number
US09399623B2

Reaction notes

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