Sodium cyanoborohydride → 6-Chloro-5-ethylthioindoline

HRID 356040Notes

Reaction equation

[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][C:3]=1[S:11][CH2:12][CH3:13].C([BH3-])#N.[Na+]>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][NH:8]2)=[CH:4][C:3]=1[S:11][CH2:12][CH3:13]

Participants

Reactant 2

HCID 5003444Sodium cyanoborohydride

HCID 189409276-Chloro-5-ethylthioindole

Product 1

HCID 189409116-Chloro-5-ethylthioindolineYield 57%

Procedure

6-Chloro-5-ethylthioindole (D63) (0.35 g, 1.67 mmol) was treated with sodium cyanoborohydride as in the method of Description 10 to give the title compound (0.18 g, 57%) as a yellow oil.

Sources & evidence

ORD record: ord-dd0ee8a0265847ea8360e87fcccd60e9
Source dataset: uspto-grants-1998_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05834494

Reaction notes

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