5-Aminoindole → HCID 10150021, compound

HRID 2105590Notes

Reaction equation

HRID 2105590 reaction equation
[CH3:1][C:2]1[C:7](/[CH:8]=[CH:9]/[C:10]([OH:12])=O)=[CH:6][CH:5]=[C:4]([C:13]([F:16])([F:15])[F:14])[N:3]=1.[NH2:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[NH:23][CH:22]=[CH:21]2>>[NH:23]1[C:24]2[C:20](=[CH:19][C:18]([NH:17][C:10](=[O:12])/[CH:9]=[CH:8]/[C:7]3[C:2]([CH3:1])=[N:3][C:4]([C:13]([F:16])([F:15])[F:14])=[CH:5][CH:6]=3)=[CH:26][CH:25]=2)[CH:21]=[CH:22]1

Participants

3

Reactant 2

HCID 788675-AminoindoleHCID 57808084HCID 57808084, compound

Product 1

HCID 10150021HCID 10150021, compound

Procedure

Analogous to the procedure used to prepare Example 1, (2E)-3-[2-methyl-6-(trifluoromethyl)(3-pyridyl)]prop-2-enoic acid, Example 82(b), (120 mg, 0.50 mmol) and 5-aminoindole (66 mg, 0.50 mmol, Aldrich) provided, after purification by silica gel chromatography (55:45 hexane:EtOAc), the title compound as a yellow solid. MP 231° C. MS (ESI, pos. ion) m/z: 346 (M+1).

Workup

  1. customprovided
  2. customafter purification by silica gel chromatography (55:45 hexane:EtOAc)

Sources & evidence

ORD record
ord-1f07731baa244c0ea78c5bd46d68f7c3
Source dataset
uspto-grants-2009_08
Patent number
US07579347B2

Reaction notes

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