Hydrochloric Acid → HCID 23503234, compound

HRID 1835160Notes

Reaction equation

HRID 1835160 reaction equation
[CH3:1][CH:2]([CH3:16])[CH2:3][C:4]([C:6]1[CH:7]=[N:8][NH:9][C:10]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:5].[C:17]1([CH2:27]Cl)[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Cl>CN(C)C=O>[CH3:1][CH:2]([CH3:16])[CH2:3][C:4]([C:6]1[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N:9][N:8]([CH2:27][C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=[CH:19][CH:18]=2)[CH:7]=1)=[O:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 68451-ChloromethylnaphthaleneHCID 10796Cesium carbonateHCID 23503284HCID 23503284, compound

Product 1

HCID 23503234HCID 23503234, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Ethyl 4-(3-methyl-1-oxobutyl)-1H-pyrazole-5-carboxylate (Example 32, step c; 0.62 g), 1-naphthalenylmethyl chloride (0.53 g), and cesium carbonate (1.1 g) were stirred in dry dimethylformamide (8 ml) for 48 hours, and then dilute hydrochloric acid was added. The mixture was extracted with ethyl acetate, which was washed with brine, dried, and evaporated to give ethyl 4-(3-methyl-1-oxobutyl)-1-(1-naphthalenylmethyl)-1H-pyrazole-3-carboxylate as a gum. (0.15 g)

Workup

  1. extractionThe mixture was extracted with ethyl acetate, which
  2. washwas washed with brine
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-b72e2cbaf8c74eba9a7e2dde515457bb
Source dataset
uspto-grants-2004_08
Patent number
US06770646B2

Reaction notes

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