Triethylsilane → HCID 118566581, compound

HRID 1056782Notes

Reaction equation

HRID 1056782 reaction equation
[F:1][C:2]1([F:29])[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][O:26][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:29][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][O:26][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 118566562HCID 118566562, compound

Product 1

HCID 118566581HCID 118566581, 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-(3,6-dihydro-2H-pyran-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=5.92 Hz, 1H), 7.97-8.04 (m, 2H), 7.77 (d, J=9.00 Hz, 1H), 7.62 (d, J=8.76 Hz, 1H), 3.96-4.00 (m, 2H), 3.45-3.52 (m, 2H), 3.25-3.27 (m, 2H), 3.11-3.17 (m, 1H), 2.01-2.04 (m, 2H), 1.80-1.90 (m, 7H), 1.74-1.77 (m, 2H), 1.23-1.33 (m, 2H). m/z: 423 [M+H]+

Sources & evidence

ORD record
ord-3affa9b6ef2447c6ab8fb18656d602d4
Source dataset
uspto-grants-2016_07
Patent number
US09399623B2

Reaction notes

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