5-(trifluoromethyl)-1H-indole → 5-(trifluoromethyl)-2,3-dihydro-1H-indole

HRID 356029Notes

Reaction equation

HRID 356029 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2.C([BH3-])#N.[Na+]>C(O)(=O)C>[F:13][C:2]([F:1])([F:12])[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH2:7][CH2:6]2

Participants

4

Reactant 2

HCID 27630755-(trifluoromethyl)-1H-indoleHCID 5003444Sodium cyanoborohydride

Product 1

HCID 154477895-(trifluoromethyl)-2,3-dihydro-1H-indoleYield 83%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

5-Trifluoromethylindole (D42) was reduced in the usual way with sodium cyanoborohydride in glacial acetic acid to give the title compound (D43) (0.18 g, 83%)

Sources & evidence

ORD record
ord-deee3ed489584b6381f46b6427a12cf6
Source dataset
uspto-grants-1998_11
Patent number
US05834494

Reaction notes

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