Benzyl Bromide → 3-(1,4-Dioxa-spiro[4,5]dec-8-yl)-5-cyano-1-benzyl-indole

HRID 428510Notes

Reaction equation

HRID 428510 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]3[C:19]4[C:14](=[CH:15][CH:16]=[C:17]([C:20]#[N:21])[CH:18]=4)[N:13]([CH2:22][CH3:23])[CH:12]=3)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.C(Br)[C:25]1[CH:30]=[CH:29]C=[CH:27][CH:26]=1>>[O:4]1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]3[C:19]4[C:14](=[CH:15][CH:16]=[C:17]([C:20]#[N:21])[CH:18]=4)[N:13]([CH2:22][C:23]4[CH:29]=[CH:30][CH:25]=[CH:26][CH:27]=4)[CH:12]=3)[CH2:7][CH2:6]2)[O:1][CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 184140623-(1,4-Dioxa-spiro[4,5]dec-8-yl)-5-cyano-1-ethyl-indole

Product 1

HCID 184141213-(1,4-Dioxa-spiro[4,5]dec-8-yl)-5-cyano-1-benzyl-indoleYield 57%

Procedure

This compound was prepared in the manner described above for intermediate 5b by replacing ethylbromide with benzylbromide (14.3 g, 84 mmol) to afford 6.04 g (57%) of the title compound as a white solid: mp 129-130° C.

Workup

  1. customThis compound was prepared in the manner

Sources & evidence

ORD record
ord-c009ef33481c4c518e9748598561d70c
Source dataset
uspto-grants-2001_11
Patent number
US06313126B1

Reaction notes

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