HCID 18433429, compound → HCID 22728127, compound

HRID 2305965Notes

Reaction equation

HRID 2305965 reaction equation
[CH:1]1([N:5]([CH3:27])[C:6](=[O:26])[C:7]2[CH:12]=[C:11]([O:13][C:14]3[C:19]([CH3:20])=[CH:18][C:17]([N+:21]([O-])=O)=[CH:16][C:15]=3[CH3:24])[CH:10]=[CH:9][C:8]=2[OH:25])[CH2:4][CH2:3][CH2:2]1>CO>[NH2:21][C:17]1[CH:18]=[C:19]([CH3:20])[C:14]([O:13][C:11]2[CH:10]=[CH:9][C:8]([OH:25])=[C:7]([CH:12]=2)[C:6]([N:5]([CH:1]2[CH2:2][CH2:3][CH2:4]2)[CH3:27])=[O:26])=[C:15]([CH3:24])[CH:16]=1

Participants

3

Reactant 1

HCID 18433429HCID 18433429, compound

Product 1

HCID 22728127HCID 22728127, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-(4-Amino-2,6-dimethyl-phenoxy)-N-cyclobutyl-2-hydroxy-N-methyl-benzamide was prepared from N-cyclobutyl-5-(2,6-dimethyl-4-nitro-phenoxy)-2-hydroxy-N-methyl-benzamide according to a procedure analogous to that described in EXAMPLE 4, Step A. Methanol was used instead of ethanol as a co-solvent. The reaction mixture was hydrogenated for 2 hours. Then, the mixture was filtered through Celite® and concentrated, and the title product of Step F was used in the next step without purification. MS (APCI+) Calc.: 340.4, Found: 341.1 (M+1).

Workup

  1. filtrationThen, the mixture was filtered through Celite®
  2. concentrationconcentrated
  3. customthe title product of Step F was used in the next step without purification

Sources & evidence

ORD record
ord-d9167513394c4845b2b4b21a3425aed0
Source dataset
uspto-grants-2002_08
Patent number
US06441015B2

Reaction notes

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