Sodium triacetoxyborohydride → 1-Methyl-7-trifluoromethyl-1,2,3,4-tetrahydro-isoquinoline

Reaction equation

[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([F:15])([F:14])[F:13])[CH:10]=2)[CH2:5][CH2:4][N:3]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>>[CH3:1][CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([F:14])([F:13])[F:15])[CH:10]=2)[CH2:5][CH2:4][NH:3]1

Participants

Reactant 2

HCID 5049666Sodium triacetoxyborohydride

HCID 587845091-Methyl-7-trifluoromethyl-3,4-dihydro-isoquinoline

Product 1

HCID 587844881-Methyl-7-trifluoromethyl-1,2,3,4-tetrahydro-isoquinolineYield 44%

Procedure

In close analogy to the procedure described above, 1-methyl-7-trifluoromethyl-3,4-dihydro-isoquinoline is reacted with sodium triacetoxyborohydride to provide the title compound.

Sources & evidence

ORD record: ord-00fe5c9ef6434c47862fb802e9914a6d
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07985753B2

Reaction notes

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