Methyl 3-amino-2-thiophenecarboxylate → HCID 24493354, compound

HRID 1992302Notes

Reaction equation

HRID 1992302 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([O:9][CH3:10])=[O:8].[N:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=[CH:13][C:12]=1[C:21](Cl)=[O:22]>N1C=CC=CC=1>[N:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=[CH:13][C:12]=1[C:21]([NH:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([O:9][CH3:10])=[O:8])=[O:22]

Participants

4

Reactant 2

HCID 89652Methyl 3-amino-2-thiophenecarboxylateHCID 2734681Quinoxaline-2-carbonyl chloride

Product 1

HCID 24493354HCID 24493354, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of methyl 3-amino-2-thiophenecarboxylate (0.82 g, 5.2 mmol) and 2-quinoxalinecarbonyl chloride at 0° C. was added pyridine (1 mL) dropwise. The resulting solution was stirred at room temperature overnight. The solvent was removed under reduced pressure and the residue was dissolved in EtOAc, washed with saturated NH4Cl, and NaHCO3. The organic layer was the dried and concentrated in vacuo. The crude product was used directly in the next step without further purification.

Workup

  1. customThe solvent was removed under reduced pressure
  2. dissolutionthe residue was dissolved in EtOAc
  3. washwashed with saturated NH4Cl, and NaHCO3
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe crude product was used directly in the next step without further purification

Sources & evidence

ORD record
ord-25358b2b60094e869a7d476d7ea4e978
Source dataset
uspto-grants-2010_01
Patent number
US07648986B2

Reaction notes

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