Dimethylformamide → HCID 86744939, compound

HRID 1087449Notes

Reaction equation

HRID 1087449 reaction equation
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1CCl.[C:10]([N:15]1[C:23]2[C:18](=[C:19](C(=O)NC)[CH:20]=[CH:21][CH:22]=2)[C:17](=[O:28])[NH:16]1)([O:12]CC)=O.[C:29](=O)([O-])[O-].[Cs+].[Cs+].[CH3:35][N:36](C)C=O>C(O)(=O)C>[CH3:35][NH:36][C:10]([N:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17](=[O:28])[N:16]1[CH2:29][C:6]1[CH:7]=[N:2][CH:3]=[CH:4][CH:5]=1)=[O:12]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 10796Cesium carbonateHCID 23392Picolyl chloride hydrochlorideHCID 19750779HCID 19750779, compound

Product 1

HCID 86744939HCID 86744939, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

3 Picolyl chloride hydrochloride (2 g) was added portionwise to a mixture of 1,2-dihydro-1-carboethoxy-4-(N-methylcarbamoyl)-3H-indazol-3-one (3 g), cesium carbonate (8.2 g) and dimethylformamide (25 ml) and the mixture was heated to 50° C. for 1 hour. Acetic acid was added to bring the mixture to pH 7 and then the mixture was evaporated. There was thus obtained as a solid 1,2-dihydro-1-carboethoxy-4-(N-methylcarbamoyl-2-(3-pyridylmethyl)-3H-indazol-3-one (1.8 g, 47%) which was used without further purification.

Workup

  1. customthe mixture was evaporated

Sources & evidence

ORD record
ord-53cb63a5d1e6425990ba53f2809070c0
Source dataset
uspto-grants-1991_07
Patent number
US05036083

Reaction notes

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