1-(1,3-Dioxaindan-5-yl)cyclopropane-1-carboxylic acid → (S)-1-(benzo[d][1,3]dioxol-5-yl)-N-(2-tert-butyl-1-(2,3-dihydroxypropyl)-6-fluoro-1H-indol-5-yl)cyclopropanecarboxamide

HRID 1964487Notes

Reaction equation

HRID 1964487 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3([C:13]([OH:15])=O)[CH2:12][CH2:11]3)=[CH:9][C:4]=2[O:3][CH2:2]1.[C:16]([C:20]1[NH:21][C:22]2[C:27]([CH:28]=1)=[CH:26][C:25]([N+:29]([O-])=O)=[C:24]([F:32])[CH:23]=2)([CH3:19])([CH3:18])[CH3:17]>>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3([C:13]([NH:29][C:25]4[CH:26]=[C:27]5[C:22](=[CH:23][C:24]=4[F:32])[N:21]([CH2:6][C@H:5]([OH:1])[CH2:4][OH:3])[C:20]([C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:28]5)=[O:15])[CH2:11][CH2:12]3)=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

3

Reactant 2

HCID 143496081-(1,3-Dioxaindan-5-yl)cyclopropane-1-carboxylic acidHCID 534211862-Tert-butyl-6-fluoro-5-nitro-1H-indole

Product 1

HCID 46199865(S)-1-(benzo[d][1,3]dioxol-5-yl)-N-(2-tert-butyl-1-(2,3-dihydroxypropyl)-6-fluoro-1H-indol-5-yl)cyclopropanecarboxamide

Procedure

(S)-1-(benzo[d][1,3]dioxol-5-yl)-N-(2-tert-butyl-1-(2,3-dihydroxypropyl)-6-fluoro-1H-indol-5-yl)cyclopropanecarboxamide was prepared using an experimental procedure similar to Example 72 from 1-(benzo[d][1,3]dioxol-5-yl)cyclopropanecarboxylic acid and 2-tert-butyl-6-fluoro-5-nitro-1H-indole.

Sources & evidence

ORD record
ord-fc7fbe0f608c4703bc34872386261ba8
Source dataset
uspto-grants-2013_04
Patent number
US08415387B2

Reaction notes

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