Tributylvinyltin → tert-butyl 2,3-dihydro-6-vinyl-1H-indole-1-carboxylate

HRID 878988Notes

Reaction equation

HRID 878988 reaction equation
Br[C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][N:8]2[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[CH:4][CH:3]=1.[CH2:18]([Sn](CCCC)(CCCC)C=C)[CH2:19]CC.CC1C=CC=C(C)C=1CN1C2C(=CC=C(CC(O)=O)C=2)C(C)=N1>>[CH:18]([C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][N:8]2[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[CH:4][CH:3]=1)=[CH2:19]

Participants

4

Reactant 3

HCID 81998TributylvinyltinHCID 22038386tert-Butyl 6-bromoindoline-1-carboxylateHCID 601520082-[1-(2,6-dimethylbenzyl)-3-methyl-1H-indazole-6-yl]acetic acid

Product 1

HCID 86707256tert-butyl 2,3-dihydro-6-vinyl-1H-indole-1-carboxylate

Procedure

The titled compound (207 mg) as a white solid was prepared from tert-butyl 6-bromo-2,3-dihydro-1H-indole-1-carboxylate obtained by the method described in the document (WO 1998/43956 A) and tributyl(vinyl)tin according to the method of the process (2) of Example 66.

Workup

  1. customobtained by the method

Sources & evidence

ORD record
ord-84983e535818417ba2010b614eaea2a0
Source dataset
uspto-grants-2015_03
Patent number
US08987473B2

Reaction notes

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