Tributylstannane → HCID 117759815, compound

HRID 1049595Notes

Reaction equation

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

Participants

Conditions

Temperature: 100 °C

Procedure

To a solution of ethyl 3-(3-(((2-(chloro(1-methylcyclopentyl)methyl)-2′-fluoro-5′-methoxybiphenyl-4-yl)oxy)methyl)phenyl)-3-cyclopropylpropanoate (92 mg) and 2,2-azobisbutyronitrile (3 mg) in toluene (3 mL) was added tributyltin hydride (0.13 mL), and the mixture was stirred at 100° C. for 2 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (32 mg) as a colorless oil.

Workup

customThe solvent was evaporated under reduced pressure
customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record: ord-10285ec4758e4a1b825370e203f5726a
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09382188B2

Reaction notes

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