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2-Bromopropane → 3-(1,4-Dioxa-spiro[4,5]-dec-8-yl)-5-cyano-1-isopropyl-indole

HRID 428509
Notes
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Reaction equation

HRID 428509 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.[CH:24](Br)(C)C>>[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]([CH:22]([CH3:24])[CH3:23])[CH:12]=3)[CH2:7][CH2:6]2)[O:1][CH2:2][CH2:3]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 63582-BromopropaneHCID 184140623-(1,4-Dioxa-spiro[4,5]dec-8-yl)-5-cyano-1-ethyl-indole

Product 1

HCID 184140613-(1,4-Dioxa-spiro[4,5]-dec-8-yl)-5-cyano-1-isopropyl-indoleYield 62%

Procedure

This compound was prepared in the manner described above for intermediate 5b by replacing ethylbromide with isopropylbromide (10.2 g, 83 mmol) in 62% yield (6.44 g) as a white solid: mp 114.5-116° C.; MS EI m/e 324 (M+)

Workup

  1. customThis compound was prepared in the manner

Sources & evidence

ORD record
ord-28ae42da3a20489180b0dadfedc27bb0
Source dataset
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06313126B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes