Succinic anhydride → HCID 67401090, compound

HRID 1864033Notes

Reaction equation

HRID 1864033 reaction equation
[CH3:1][CH:2]1[NH:7][CH2:6][CH2:5][N:4]2[CH:8]=[CH:9][CH:10]=[C:3]12.[C:11]1(=[O:17])[O:16][C:14](=[O:15])[CH2:13][CH2:12]1>C1COCC1>[CH3:1][CH:2]1[N:7]([C:11](=[O:17])[CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH2:6][CH2:5][N:4]2[CH:8]=[CH:9][CH:10]=[C:3]12

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 33102471-Methyl-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine

Product 1

HCID 67401090HCID 67401090, compoundYield 65.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of (190 mg, 1.4 mmol) of 1-methyl-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine (A21) in THF (10 ml) was added dropwise in the course of 30 min to a suspension of (558 mg, 5.6 mmol) of succinic anhydride in THF (10 ml). The mixture was then stirred for 2 h at RT and concentrated in vacuo. The residue was taken up in chloroform, washed with water and brine, dried over MgSO4 and concentrated in vacuo. 257 mg (0.92 mmol, 54%) of 4-(1-methyl-3,4-dihydropyrrolo[1,2-a]pyrazin-2(1H)-yl)-4-oxobutanoic acid (S4) were obtained.

Workup

  1. concentrationconcentrated in vacuo
  2. washwashed with water and brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-53b376e73e1944ad88385adaf2905046
Source dataset
uspto-grants-2009_12
Patent number
US07625900B2

Reaction notes

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