Hydrochloric Acid → HCID 178497281, compound

HRID 2054509Notes

Reaction equation

HRID 2054509 reaction equation
[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([OH:13])=[O:12])=[CH:8][CH:9]=2)[NH:4][N:3]=1.Cl.[CH3:15]O>>[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([O:13][CH3:15])=[O:12])=[CH:8][CH:9]=2)[NH:4][N:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 178434312HCID 178434312, compound

Product 1

HCID 178497281HCID 178497281, compound

Procedure

A solution of 3-methyl-indazole-6-carboxylic acid (1.57 g, Reference Example 45) in methanol (75 ml) was treated with hydrogen chloride gas for 10 minutes. The reaction mixture was stirred for 12 hours at room temperature then evaporated. The residue was partitioned between ethyl acetate (50 ml) and saturated sodium bicarbonate solution (50 ml). The combined extracts were dried over sodium sulphate then evaporated. The residue was washed with hexane to give the title compound (1.56 g) which was used without further purification.

Workup

  1. customthen evaporated
  2. customThe residue was partitioned between ethyl acetate (50 ml) and saturated sodium bicarbonate solution (50 ml)
  3. dry with materialThe combined extracts were dried over sodium sulphate
  4. customthen evaporated
  5. washThe residue was washed with hexane

Sources & evidence

ORD record
ord-8ce18fed390a4a659f9620a7c78394c6
Source dataset
uspto-grants-2008_02
Patent number
US07329675B2

Reaction notes

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