Methanol → Methyl 5-methoxy-1-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]methyl}indazole-3-carboxylate

HRID 1604704Notes

Reaction equation

HRID 1604704 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[CH:14]=[CH:15][C:16]3[O:20][C:19]([C:21]4[S:22][CH:23]=[C:24]([C:26]([CH3:29])([CH3:28])[CH3:27])[N:25]=4)=[CH:18][C:17]=3[CH:30]=1)[N:7]=[C:6]2[C:31]([OH:33])=[O:32].S(=O)(=O)(O)O.[CH3:39]O>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[CH:14]=[CH:15][C:16]3[O:20][C:19]([C:21]4[S:22][CH:23]=[C:24]([C:26]([CH3:29])([CH3:28])[CH3:27])[N:25]=4)=[CH:18][C:17]=3[CH:30]=1)[N:7]=[C:6]2[C:31]([O:33][CH3:39])=[O:32]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 19603815HCID 19603815, compound

Product 1

HCID 19603680Methyl 5-methoxy-1-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]methyl}indazole-3-carboxylate

Procedure

A mixture of 5-methoxy-1-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]methyl}indazole-3-carboxylic acid (3.0 g) and concentrated sulfuric acid (0.3 ml) in methanol (30 ml) was stirred under reflux for 6 hours. After being cooled to room temperature and stored for overnight, the precipitate was collected by filtration and washed with isopropyletyl ether to give methyl 5-methoxy-1-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]methyl}indazole-3-carboxylate.

Workup

  1. temperatureunder reflux for 6 hours
  2. filtrationthe precipitate was collected by filtration
  3. washwashed with isopropyletyl ether

Sources & evidence

ORD record
ord-29ddc3694c2a4e60984792915696b85c
Source dataset
uspto-grants-1999_11
Patent number
US05994378

Reaction notes

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