HCID 10702137, compound → (2E)-3-[6-(tert-Butyl)(3-pyridyl)]-N-[2-(hydroxymethyl)indol-5-yl]prop-2-enamide

HRID 730283Notes

Reaction equation

HRID 730283 reaction equation
[C:1]([C:5]1[N:10]=[CH:9][C:8](/[CH:11]=[CH:12]/[C:13]([OH:15])=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][C:21]([CH2:26][OH:27])=[CH:20]2>>[C:1]([C:5]1[N:10]=[CH:9][C:8](/[CH:11]=[CH:12]/[C:13]([NH:16][C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[NH:22][C:21]([CH2:26][OH:27])=[CH:20]3)=[O:15])=[CH:7][CH:6]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 10702137HCID 10702137, compoundHCID 50999229HCID 50999229, compound

Product 1

HCID 10286812(2E)-3-[6-(tert-Butyl)(3-pyridyl)]-N-[2-(hydroxymethyl)indol-5-yl]prop-2-enamide

Procedure

Analogous to the procedure used to prepare Example 1, (2E)-3-[6-(tert-butyl)(3-pyridyl)]prop-2-enoic acid, Example 44(b), (41 mg, 0.20 mmol) and (5-aminoindol-2-yl)methan-1-ol, Example 74(b), (32 mg, 0.20 mmol) provided, after purification by silica gel chromatography (20:80 hexane:EtOAc), the title compound as a yellow amorphous solid. MS (ESI, pos. ion) m/z: 350 (M+1).

Workup

  1. customprovided
  2. customafter purification by silica gel chromatography (20:80 hexane:EtOAc)

Sources & evidence

ORD record
ord-89b37be66e694db3aed3d53075d1e87a
Source dataset
uspto-grants-2009_09
Patent number
US07582657B2

Reaction notes

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