Pyridine → HCID 66850414, compound

HRID 2197495Notes

Reaction equation

HRID 2197495 reaction equation
[F:1][CH:2]([F:26])[O:3][C:4]1[N:8]([CH3:9])[N:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[C:5]=1[C:14]1[C:23](=[O:24])[NH:22][C:17]2=[N:18][CH:19]=[CH:20][N:21]=[C:16]2[C:15]=1[OH:25].[C:27](Cl)(=[O:31])[CH:28]([CH3:30])[CH3:29].N1C=CC=CC=1>ClCCl>[F:26][CH:2]([F:1])[O:3][C:4]1[N:8]([CH3:9])[N:7]=[C:6]([C:10]([F:12])([F:13])[F:11])[C:5]=1[C:14]1[C:23](=[O:24])[NH:22][C:17]2=[N:18][CH:19]=[CH:20][N:21]=[C:16]2[C:15]=1[O:25][C:27](=[O:31])[CH:28]([CH3:30])[CH3:29]

Participants

5

Reactant 3

HCID 1049PyridineHCID 62325Isobutyryl chlorideHCID 66850632HCID 66850632, compound

Product 1

HCID 66850414HCID 66850414, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7-(5-Difluoromethoxy-1-methyl-3-trifluoromethyl-1H-pyrazol-4-yl)-8-hydroxy-5H-pyrido[2,3-b]pyrazin-6-one (Example 2.6) (0.34 g), isobutyryl chloride (0.11 ml), and pyridine (0.10 ml) were stirred in dichloromethane (10 ml) at ambient temperature for 2 hours. The reaction mixture was washed successively with aqueous hydrochloric acid (1M), aqueous sodium hydrogen carbonate (saturated) and water. The organic fraction was dried over sodium sulfate and concentrated to give Compound No. B23 of Table B (0.335 g).

Workup

  1. washThe reaction mixture was washed successively with aqueous hydrochloric acid (1M), aqueous sodium hydrogen carbonate (saturated) and water
  2. dry with materialThe organic fraction was dried over sodium sulfate
  3. concentrationconcentrated
  4. customto give Compound No

Sources & evidence

ORD record
ord-243c6582342d46338258e9f96b631853
Source dataset
uspto-grants-2012_12
Patent number
US08338598B2

Reaction notes

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