Triethylsilane → HCID 118555958, compound

HRID 1056801Notes

Reaction equation

HRID 1056801 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][CH:18]=[C:19]([Cl:36])[C:20]=3[C:24](=[O:35])[NH:25][CH2:26][CH:27]3[CH2:32][CH2:31][C:30]([F:34])([F:33])[CH2:29][CH2:28]3)[N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([SiH](CC)CC)C>[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][CH:18]=[C:19]([Cl:36])[C:20]=3[C:24](=[O:35])[NH:25][CH2:26][CH:27]3[CH2:28][CH2:29][C:30]([F:34])([F:33])[CH2:31][CH2:32]3)[N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 118555944HCID 118555944, compound

Product 1

HCID 118555958HCID 118555958, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The title compound was synthesized according to the procedure described in example 126 using 4-{6-chloro-5-[(4,4-difluoro-cyclohexylmethyl)-carbamoyl]-quinolin-2-yl}-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester, palladium on carbon and triethylsilane. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.80 (t, J=5.71 Hz, 1H), 8.00 (dd, J=10.82, 9.12 Hz, 2H), 7.77 (d, J=9.04 Hz, 1H), 7.61 (d, J=8.80 Hz, 1H), 4.07-4.10 (m, 2H), 3.05-3.11 (m, 2H), 2.87 (s, 3H), 2.01-2.04 (m, 2H), 1.83-1.91 (m, 5H), 1.62-1.77 (m, 4H), 1.41 (s, 9H), 1.22-1.29 (m, 2H). m/z: 522.0 [M+H]+

Sources & evidence

ORD record
ord-a0a3cc9988214a06a7bc806388a62584
Source dataset
uspto-grants-2016_07
Patent number
US09399623B2

Reaction notes

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