Dimethylformamide dimethyl acetal → HCID 54528014, compound

HRID 569897Notes

Reaction equation

HRID 569897 reaction equation
[CH3:1][N:2]1[C:10]2[CH2:9][CH2:8][C:7](=[O:11])[CH2:6][C:5]=2[CH:4]=[N:3]1.CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>>[CH3:14][N:15]([CH:17]=[C:6]1[C:7](=[O:11])[CH2:8][CH2:9][C:10]2[N:2]([CH3:1])[N:3]=[CH:4][C:5]1=2)[CH3:16]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 14128505HCID 14128505, compound

Product 1

HCID 54528014HCID 54528014, compound

Procedure

The above procedure was repeated using 1,4,6,7-tetrahydro-1-methyl-5H-indazol-5-one and N,N-dimethylformamide dimethyl acetal. The crude product was flash chromatographed (5% methanol in dichloromethane) on silica gel to give a thick amber oil which was triturated with etherhexane to give 4-(dimethylaminomethylene) 1,4,6,7-tetrahydro-1-methyl-5H-indazol-5-one as a tan powder melting at about 94°-100° C.

Workup

  1. customchromatographed (5% methanol in dichloromethane) on silica gel
  2. customto give a thick amber oil which
  3. customwas triturated with etherhexane

Sources & evidence

ORD record
ord-5fed457348e746faa5e7cea636ce508a
Source dataset
uspto-grants-1988_03
Patent number
US04734429

Reaction notes

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