Sodium cyanoborohydride → 6-Chloro-5-propylindoline

HRID 356034Notes

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[CH2:11][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[CH2:11][CH2:12][CH3:13]

Participants

Reactant 2

HCID 5003444Sodium cyanoborohydride

HCID 10679330HCID 10679330, compound

Product 1

HCID 189409236-Chloro-5-propylindolineYield 94%

Procedure

6-chloro-5-propylindole (D53) (0.063 g, 0.33 mmol) was treated with sodium cyanoborohydride as in the method of Description 10 to give the title compound (0.06 g, 94%) as a yellow oil.

Sources & evidence

ORD record: ord-10a051956f944f78b8eea8466e996948
Source dataset: uspto-grants-1998_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05834494

Reaction notes

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