5-Chloroindole → 5-Chloroindoline

HRID 356024Notes

Reaction equation

HRID 356024 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.C([BH3-])#N.[Na+]>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH2:6][CH2:5]2

Participants

4

Reactant 2

HCID 871105-ChloroindoleHCID 5003444Sodium cyanoborohydride

Product 1

HCID 1175965-ChloroindolineYield 94%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

5-Chloroindole was reduced in the usual way with sodium cyanoborohydride in glacial acetic acid to give the title compound (D35) (0.96 g, 94%)

Sources & evidence

ORD record
ord-dbe665242223416e94a661fd248120a2
Source dataset
uspto-grants-1998_11
Patent number
US05834494

Reaction notes

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