Water → HCID 12132655, compound

HRID 2414351Notes

Reaction equation

HRID 2414351 reaction equation
[C:1]([O:4][CH2:5][C:6]1[C:28]([F:29])=[C:27]([NH2:30])[C:9]2[C:10](=[O:26])[CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:24])[CH2:22]Cl)=[C:16]([F:25])[CH:15]=3)[O:13][C:8]=2[C:7]=1[F:31])(=[O:3])[CH3:2].Cl.[CH3:33][NH:34][CH3:35].C(N(C(C)C)CC)(C)C.O>CN(C)C=O>[C:1]([O:4][CH2:5][C:6]1[C:28]([F:29])=[C:27]([NH2:30])[C:9]2[C:10](=[O:26])[CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:24])[CH2:22][N:34]([CH3:35])[CH3:33])=[C:16]([F:25])[CH:15]=3)[O:13][C:8]=2[C:7]=1[F:31])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 10473Dimethylamine, hydrochlorideHCID 81531DiisopropylethylamineHCID 22645698HCID 22645698, compound

Product 1

HCID 12132655HCID 12132655, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 7-(acetoxymethyl)-5-amino-2-[4-(chloroacetamido)-3-fluorophenyl]-6,8-difluoro-4H-1-benzopyran-4-one (2.02 g, 4.44 mmol) in dimethylformamide (50 mL) were added dimethylamine hydrochloride (1.81 g, 22.2 mmol) and diisopropylethylamine (3.90 mL, 22.4 mmol), and the mixture was stirred at room temperature for 2 hours. Water was added thereto, and the crystals precipitated were collected by filtration to afford compound 1f (1.97 g, 96%).

Workup

  1. customthe crystals precipitated
  2. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-0bd26ba4b10e456686cc01437ba2c6ec
Source dataset
uspto-grants-2004_11
Patent number
US06812246B2

Reaction notes

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