Dichloromethane → HCID 22724063, compound

HRID 2086833Notes

Reaction equation

HRID 2086833 reaction equation
O[C:2]1[CH:3]=[C:4]([C:8]2[C:13](=[O:14])[NH:12][C:11]3[N:15]=[CH:16][CH:17]=[CH:18][C:10]=3[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[C:19]([O:22][C:23](=[O:25])[CH3:24])(=O)[CH3:20].C(N([CH2:31][CH3:32])CC)C.[C:33](OCC)(=O)[CH3:34].Cl[CH2:40]Cl>CN(C)C1C=CN=CC=1>[C:23]([O:22][C:19]1[CH:33]=[C:34]([N:12]2[C:13](=[O:14])[C:8]([CH2:4][C:3]3[CH:2]=[CH:7][CH:6]=[CH:5][CH:40]=3)=[N:9][C:10]3[CH:18]=[CH:17][CH:16]=[N:15][C:11]2=3)[CH:31]=[CH:32][CH:20]=1)(=[O:25])[CH3:24]

Participants

7

Reactant 5

HCID 6344DichloromethaneHCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 131723420HCID 131723420, compound

Product 1

HCID 22724063HCID 22724063, compound

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

A mixture of 2-benzyl-4-(3-hydroxyphenyl-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (135 mg), acetic anhydride (84 mg), triethylamine (83 mg) and 4-dimethylaminopyridine (5 mg) in dichlormethane (2 ml) was stirred at room temperature for 1 hour. The mixture was poured into ethyl acetate and washed with water and brine, dried over magnesium sulfate and concentrated. The solids were collected and washed with isopropyl ether to give 4-(3-acetoxyphenyl)-2-benzyl-3-oxo-3,4-dihydropyrido[2,3-b]-pyrazine (90 mg).

Workup

  1. washwashed with water and brine
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe solids were collected
  5. washwashed with isopropyl ether

Sources & evidence

ORD record
ord-9a2c602de1f04113a33d7538a74e400a
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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