2-Amino-2,3-dimethylbutanamide → HCID 13474746, compound

HRID 1905595Notes

Reaction equation

HRID 1905595 reaction equation
[F:1][CH:2]([F:19])[O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]1[C:14]([O:16][C:17](=[O:18])[C:8]1=[CH:7]2)=[O:15].[NH2:20][C:21]([CH3:28])([CH:25]([CH3:27])[CH3:26])[C:22]([NH2:24])=[O:23]>C1COCC1>[F:1][CH:2]([F:19])[O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([C:14](=[O:15])[NH:20][C:21]([C:22](=[O:23])[NH2:24])([CH3:28])[CH:25]([CH3:27])[CH3:26])[C:8]([C:17]([OH:16])=[O:18])=[CH:7]2

Participants

4

Reactant 2

HCID 97937732-Amino-2,3-dimethylbutanamideHCID 13852386HCID 13852386, compound

Product 1

HCID 13474746HCID 13474746, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 6-difluoromethoxyquinoline-2,3-dicarboxylic acid anhydride (0.037 mol) in 250 mL THF is stirred at 5° C. under nitrogen and a solution containing 2-amino-2,3-dimethylbutyramide (0.037 mol) in 50 mL THF added dropwise. After stirring at room temperature for 17 hours, the solvent is removed in vacuo to give the desired 6-difluoromethoxy-2-[(1-carbamoyl-1,2-dimethylpropyl)-carbamoyl]-3-quinolinecarboxylic acid mp 194°-196° C.

Workup

  1. additionadded dropwise
  2. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-65a13a873fd14f1ab77c8f8bb052e482
Source dataset
uspto-grants-1987_03
Patent number
US04647301

Reaction notes

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