Sodium cyanoborohydride → 5-(3-Thienyl)indoline

HRID 356028Notes

Reaction equation

HRID 356028 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:7]=[C:8]3[C:12](=[CH:13][CH:14]=2)[NH:11][CH:10]=[CH:9]3)=[CH:2]1.C([BH3-])#N.[Na+]>C(O)(=O)C>[S:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:7]=[C:8]3[C:12](=[CH:13][CH:14]=2)[NH:11][CH2:10][CH2:9]3)=[CH:2]1

Participants

4

Reactant 2

HCID 5003444Sodium cyanoborohydrideHCID 149732275-(Thiophen-3-yl)-1H-indole

Product 1

HCID 200999545-(3-Thienyl)indolineYield 100%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

5-(3-Thienyl)indole D40 was reduced in the usual way with sodium cyano borohydride in glacial acetic acid to give the title compound (D41) (1.0 g, 100%).

Sources & evidence

ORD record
ord-897ff97657e549949f21d17da38e6886
Source dataset
uspto-grants-1998_11
Patent number
US05834494

Reaction notes

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