(Dimethyl sulfide)trihydroboron → HCID 44589528, compound

HRID 250190Notes

Reaction equation

HRID 250190 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:11][C:12]([NH:14][CH3:15])=O)=[CH:2]1.B.CSC>C1COCC1>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:11][CH2:12][NH:14][CH3:15])=[CH:2]1

Participants

4

Reactant 2

HCID 12423031(Dimethyl sulfide)trihydroboronHCID 12512124HCID 12512124, compound

Product 1

HCID 44589528HCID 44589528, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In an alternate procedure, 3-(1H-Indol-3-yl)-N-methyl-3-phenyl-propionamide (0.400 g) was reduced by refluxing overnight in THF (20 ml) with excess borane-dimethylsulfide to yield [3-(1H-Indol-3-yl)-3-phenyl-propyl]-methyl-amine, which was converted to an oxalate salt (mp 123.7-134.1° C.).

Sources & evidence

ORD record
ord-c94030033f254b0c8a6fda928c53f4cf
Source dataset
uspto-grants-2011_01
Patent number
US07863305B2

Reaction notes

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