Indole-5-carbonitrile → 3-(1,4-Dioxaspiro[4.5]dec-7-EN-8-YL)-1H-indole-5-carbonitrile

HRID 992008Notes

Reaction equation

HRID 992008 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][C:8]([C:11]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[NH:13][CH:12]=3)=[CH:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[C:20](C1C=C2C(=CC=1)NC=C2)#[N:21]>>[O:4]1[C:5]2([CH2:10][CH2:9][C:8]([C:11]3[C:19]4[C:14](=[CH:15][CH:16]=[C:17]([C:20]#[N:21])[CH:18]=4)[NH:13][CH:12]=3)=[CH:7][CH2:6]2)[O:1][CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 27513Indole-5-carbonitrileHCID 27638573-(1,4-Dioxaspiro[4.5]dec-7-en-8-yl)-1H-indole

Product 1

HCID 155219723-(1,4-Dioxaspiro[4.5]dec-7-EN-8-YL)-1H-indole-5-carbonitrileYield 50%

Procedure

This compound was prepared in the manner described above for intermediate 1a by replacing indole with 5-cyanoindole (29.98 g, 0.21 mol) to afford 29.32 g (50%) of the title compound as a white solid: mp 158-160° C.

Workup

  1. customThis compound was prepared in the manner

Sources & evidence

ORD record
ord-d3159fef6c454fbdb1f705f741fc5869
Source dataset
uspto-grants-2002_10
Patent number
US06465482B2

Reaction notes

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