Oxalyl chloride → HCID 73294181, compound

HRID 1398052Notes

Reaction equation

HRID 1398052 reaction equation
C([C:3]1[CH:11]=[C:10]([C:12]2[N:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[O:23][CH3:24])[N:15]=[C:14]([CH:25]3[CH2:30][C:29]([CH3:32])([CH3:31])[O:28][C:27]([CH3:34])([CH3:33])[CH2:26]3)[CH:13]=2)[CH:9]=[CH:8][C:4]=1[C:5](O)=[O:6])C.C(Cl)(=O)C([Cl:38])=O>C(Cl)Cl.CN(C=O)C>[CH3:24][O:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[N:16]1[C:12]([C:10]2[CH:11]=[CH:3][C:4]([C:5]([Cl:38])=[O:6])=[CH:8][CH:9]=2)=[CH:13][C:14]([CH:25]2[CH2:30][C:29]([CH3:31])([CH3:32])[O:28][C:27]([CH3:33])([CH3:34])[CH2:26]2)=[N:15]1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 86722010HCID 86722010, compound

Product 1

HCID 73294181HCID 73294181, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of ethyl 4-[1-(2-methoxyphenyl)-3-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-yl]-benzoic acid (Example 46) (177 mg, 0.41 mmol) in 4 mL of DCM was added oxalyl chloride (0.043 mL, 0.49 mmol) and 1 drop of DMF and the mixture stirred for 3 hrs at RT The mixture was concentrated and used without further purification in the next step.

Workup

  1. concentrationwas concentrated
  2. customused without further purification in the next step

Sources & evidence

ORD record
ord-6a66efeb4a5c49e59102d10f5d63826d
Source dataset
uspto-grants-2014_12
Patent number
US08901314B2

Reaction notes

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