Formic Acid → HCID 22503188, compound

HRID 1251175Notes

Reaction equation

HRID 1251175 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[CH:13][C:12]3[CH:15]=[C:16]([N:18]4[CH2:23][CH2:22][N:21]([CH2:24][CH3:25])[CH2:20][CH2:19]4)[S:17][C:11]=3[CH:10]=2)=[CH:5][CH:4]=1)#[CH:2].C(O)=[O:27]>>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[CH:13][C:12]3[CH:15]=[C:16]([N:18]4[CH2:23][CH2:22][N:21]([CH2:24][CH3:25])[CH2:20][CH2:19]4)[S:17][C:11]=3[CH:10]=2)=[CH:5][CH:4]=1)(=[O:27])[CH3:2]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 22502890HCID 22502890, compound

Product 1

HCID 22503188HCID 22503188, compound

Procedure

6-(4-Ethynylphenyl)-(4-ethylpiperazin-1-yl)thieno[3,2-c]pyridine (0.59 g) was reacted in formic acid (15 ml) at 100° C. for 12 hr. The reaction solution was evaporated, basified with an aqueous solution of potassium carbonate, and then extracted with ethyl acetate. The organic layer was washed with water and brine, dried and concentrated. The resulting residue was purified by NH-silica gel column chromatography (ethyl acetate/hexane system), to give 0.37 g of the title compound as a pale yellow oil.

Workup

  1. customThe reaction solution was evaporated
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water and brine
  4. customdried
  5. concentrationconcentrated
  6. customThe resulting residue was purified by NH-silica gel column chromatography (ethyl acetate/hexane system)

Sources & evidence

ORD record
ord-b298dcf318d149d6b725f7c9255830dc
Source dataset
uspto-grants-2002_01
Patent number
US06340759B1

Reaction notes

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