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7-Nitroindole → 3-(1-Ethyl-5-fluoro-indan-1-yl)-7-nitro-1H-indole

HRID 13700
Notes
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Reaction equation

HRID 13700 reaction equation
[CH2:1]([C:3]1(O)[C:11]2[C:6](=[CH:7][C:8]([F:12])=[CH:9][CH:10]=2)[CH2:5][CH2:4]1)[CH3:2].[N+:14]([C:17]1[CH:18]=[CH:19][CH:20]=[C:21]2[C:25]=1[NH:24][CH:23]=[CH:22]2)([O-:16])=[O:15]>>[CH2:1]([C:3]1([C:22]2[C:21]3[C:25](=[C:17]([N+:14]([O-:16])=[O:15])[CH:18]=[CH:19][CH:20]=3)[NH:24][CH:23]=2)[C:11]2[C:6](=[CH:7][C:8]([F:12])=[CH:9][CH:10]=2)[CH2:5][CH2:4]1)[CH3:2]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 233967-NitroindoleHCID 593404281-Ethyl-5-fluoroindan-1-ol

Product 1

HCID 116095063-(1-Ethyl-5-fluoro-indan-1-yl)-7-nitro-1H-indole

Procedure

Utilizing 1-ethyl-5-fluoro-indan-1-ol and 7-nitroindole, the title compound is prepared as in example 1. 0.37 g (42%). NMR (400 MHz, CDCl3): δ 0.85 (t, 3H), 2.18 (m, 2H), 2.35 (m, 1H), 2.53 (m, 1H), 3.00 (m, 2H), 6.83 (t, 1H), 6.92 (t, 1H), 7.01 (m, 2H), 7.08 (s, 1H), 7.44 (d, 1H), 8.09 (d, 1H), 9.76 (s, 1H, NH).

Sources & evidence

ORD record
ord-d3b53d47a7464cf58225fafbafc2677c
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07728150B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes