Acetic Anhydride → HCID 67151807, compound

HRID 551492

Reaction equation

HRID 551492 reaction equation
[NH2:1][C:2]1[C:3]([CH3:10])=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6].C(O[C:15](=[O:17])[CH3:16])(=O)C.[C:18]([O-:21])(=O)[CH3:19].[K+].[N:23](OCCC(C)C)=O.C1OCCOCCOCCOCCOCCOC1>C(Cl)(Cl)Cl>[C:18]([N:1]1[C:2]2[C:3](=[C:4]([CH2:5][O:6][C:15](=[O:17])[CH3:16])[CH:7]=[CH:8][CH:9]=2)[CH:10]=[N:23]1)(=[O:21])[CH3:19]

Participants

7

Reactant 5

HCID 7918Acetic AnhydrideHCID 8053Isoamyl NitriteHCID 2855718-Crown-6HCID 517044Potassium AcetateHCID 577175(3-Amino-2-methylphenyl)methanol

Product 1

HCID 67151807HCID 67151807, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3-Amino-2-methyl benzyl alcohol (0.82 g, 5.98 mmol), acetic anhydride (1.68 mL, 17.8 mmol), potassium acetate (1.75 g, 17.8 mol), isoamyl nitrite (1.82 mL, 13.7 mmol) and 18-crown-6 (79 mg, 0.3 mmol) in 25 mL CHCl3 were reacted as described in EP99/07620. The crude product was purified by flash chromatography with a gradient from 0-35% ethyl acetate in hexanes to yield acetic acid 1-acetyl-1H-indazol-4-ylmethyl ester.

Workup

  1. customThe crude product was purified by flash chromatography with a gradient from 0-35% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-b5aad79e57074a91ad948f17d033bbb6
Source dataset
uspto-grants-2011_05
Patent number
US07947728B1

Linked notes

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