3-Bromo-4-fluorobenzaldehyde → 4-(3-bromo-4-fluorophenyl)-1,6-dimethyl-1,2,4,9-tetrahydropyrano[3,4-b]pyrazolo[4,3-e]pyridine-3,5(6H,8H)-dione

HRID 1862448Notes

Reaction equation

HRID 1862448 reaction equation
[NH2:1][C:2]1[N:6]([CH3:7])[NH:5][C:4](=[O:8])[CH:3]=1.[Br:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][C:17]=1[F:18])[CH:13]=O.[CH3:19][CH:20]1[C:25](=[O:26])[CH2:24][C:23](=O)[CH2:22][O:21]1>>[Br:9][C:10]1[CH:11]=[C:12]([CH:13]2[C:3]3[C:4](=[O:8])[NH:5][N:6]([CH3:7])[C:2]=3[NH:1][C:23]3[CH2:22][O:21][CH:20]([CH3:19])[C:25](=[O:26])[C:24]2=3)[CH:15]=[CH:16][C:17]=1[F:18]

Participants

4

Reactant 3

HCID 1736043-Bromo-4-fluorobenzaldehydeHCID 2521985-amino-1-methyl-2,3-dihydro-1H-pyrazol-3-oneHCID 234974742-methyl-2H-pyran-3,5(4H,6H)-dione

Product 1

HCID 101361174-(3-bromo-4-fluorophenyl)-1,6-dimethyl-1,2,4,9-tetrahydropyrano[3,4-b]pyrazolo[4,3-e]pyridine-3,5(6H,8H)-dione

Procedure

5-Amino-1-methyl-1,2-dihydropyrazol-3-one, 3-bromo-4-fluorobenzaldehyde, and the product from Example 44C could be processed as described in Example 22 to provide the title compound.

Sources & evidence

ORD record
ord-f8e06bbf646f4bb48edf7980ef36e33b
Source dataset
uspto-grants-2003_03
Patent number
US06538004B2

Reaction notes

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