tert-Butyl 6-bromoindoline-1-carboxylate → tert-butyl 6-allyl-2,3-dihydro-1H-indole-1-carboxylate

HRID 878985Notes

Reaction equation

HRID 878985 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.[CH3:18][C:19]1C=CC=C(C)[C:20]=1CN1C2C(=CC=C(C(O)=O)C=2)C(C)=C1>>[CH2:20]([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)[CH:19]=[CH2:18]

Participants

3

Reactant 2

HCID 22038386tert-Butyl 6-bromoindoline-1-carboxylateHCID 601520061-(2,6-dimethylbenzyl)-3-methyl-1H-indole-6-carboxylic acid

Product 1

HCID 68184274tert-butyl 6-allyl-2,3-dihydro-1H-indole-1-carboxylate

Procedure

The titled compound (5.7 g) as a colorless oil was prepared from tert-butyl 6-bromo-2,3-dihydro-1H-indole-1-carboxylate (7.5 g) obtained with the method described in the document (WO 1998/43956 A) according to the method of the process (2) of Example 66.

Workup

  1. customobtained with the method

Sources & evidence

ORD record
ord-df20a26d11434ad98ec80b1cce311806
Source dataset
uspto-grants-2015_03
Patent number
US08987473B2

Reaction notes

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