Hydrochloric Acid → HCID 178466046, compound

HRID 2240099Notes

Reaction equation

HRID 2240099 reaction equation
[C:1]1([S:11]([C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([CH:23]=[O:24])[CH:21]=3)[NH:16][N:15]=2)(=[O:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH3:25][Mg+].[Br-].Cl>C1COCC1.O>[C:1]1([S:11]([C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([CH:23]([OH:24])[CH3:25])[CH:21]=3)[NH:16][N:15]=2)(=[O:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 178418689HCID 178418689, compoundHCID 178519381HCID 178519381, compound

Product 1

HCID 178466046HCID 178466046, compoundYield 886.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3-(naphthalene-1-sulfonyl)-1H-indazole-5-carbaldehyde (0.15 g, 0.44 mmoles) and MeMgBr (0.36 ml of 3M solution in ether, 1.1 mmoles) was stirred in THF at −20° C. to 0° C. for 30 minutes. Reaction mixture was diluted with water, acidified to pH=3 with 2N HCl, then extracted with EtOAc, dried over Na2SO4 and concentrated in vacuo to afford the title compound (0.13 g, 3.9 mmoles).

Workup

  1. customReaction mixture
  2. extractionextracted with EtOAc
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-bb6f19e2e6044b8cb913521ed9a097e1
Source dataset
uspto-grants-2010_05
Patent number
US07723329B2

Reaction notes

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