Sodium cyanoborohydride → 6-Chloro-5-methylthioindoline

HRID 356030Notes

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][CH3:12].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][CH3:12]

Participants

Reactant 2

HCID 5003444Sodium cyanoborohydride

HCID 105598586-Chloro-5-methylthioindole

Product 1

HCID 105599346-Chloro-5-methylthioindolineYield 98.8%

Procedure

6-Chloro-5-methylthioindole (D47) (0.72 g, 3.65 mmol) was treated with sodium cyanoborohydride as in the method of Description 10 to give the title compound (0.72 g, 98%) as a pale yellow oil.

Sources & evidence

ORD record: ord-c3f24d915a3d42d1b09b54ad2d686ba6
Source dataset: uspto-grants-1998_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05834494

Reaction notes

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