6-Aminoindole → HCID 57808245, compound

HRID 730296Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:9][C:8]=2/[CH:17]=[CH:18]/[C:19](O)=[O:20])[CH:2]=1.[NH2:22][C:23]1[CH:31]=[C:30]2[C:26]([CH:27]=[CH:28][NH:29]2)=[CH:25][CH:24]=1>>[NH:29]1[C:30]2[C:26](=[CH:25][CH:24]=[C:23]([NH:22][C:19](=[O:20])/[CH:18]=[CH:17]/[C:8]3[CH:9]=[CH:10][C:11]([C:13]([F:14])([F:15])[F:16])=[CH:12][C:7]=3[C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)[CH:31]=2)[CH:27]=[CH:28]1

Participants

Reactant 2

HCID 2560966-Aminoindole

HCID 46316217HCID 46316217, compound

Product 1

HCID 57808245HCID 57808245, compound

Procedure

Analogous to the procedure used to prepare Example 1, (2E)-3-[2-(3-pyridyl)-4-(trifluoromethyl)phenyl]prop-2-enoic acid, Example 106(b), (185 mg) and 6-aminoindole (59 mg, 0.44 mmol, Aldrich) provided, after purification by silica gel chromatography (gradient: 0-50% EtOAc in hexane), the title compound as an amorphous orange solid. MS (ESI, pos. ion) m/z: 408 (M+1).

Workup

customprovided
customafter purification by silica gel chromatography (gradient: 0-50% EtOAc in hexane)

Sources & evidence

ORD record: ord-bd786924031743dca07b869f29a28ff3
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07582657B2

Reaction notes

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