1,6-Dichlorophthalazine → HCID 68455659, compound

HRID 2357677Notes

Reaction equation

HRID 2357677 reaction equation
[CH2:1]1[C@@H:5]2[CH2:6][NH:7][CH2:8][CH2:9][N:4]2[C:3](=[O:10])[O:2]1.Cl[C:12]1[C:21]2[C:16](=[CH:17][C:18]([Cl:22])=[CH:19][CH:20]=2)[CH:15]=[N:14][N:13]=1>CN(C=O)C>[Cl:22][C:18]1[CH:17]=[C:16]2[C:21](=[CH:20][CH:19]=1)[C:12]([N:7]1[CH2:8][CH2:9][N:4]3[C:3](=[O:10])[O:2][CH2:1][C@@H:5]3[CH2:6]1)=[N:13][N:14]=[CH:15]2

Participants

4

Reactant 2

HCID 143223331,6-DichlorophthalazineHCID 23655052HCID 23655052, compound

Product 1

HCID 68455659HCID 68455659, compoundYield 82.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
135 °C

Procedure

A mixture of (S)-tetrahydro-1H-oxazolo[3,4-a]pyrazin-3(5H)-one (1.42 g, 10.000 mmol), 1,6-dichlorophthalazine (1.47 g, 7.39 mmol) and N,N-DIPEA (5.00 mL, 30.0 mmol) in 12 mL DMF was heated at 135° C. The crude material was purified by flash chromatography eluting with 2 M NH3 in MeOH/CH2Cl2 (0:1→3:97) to give 1.85 g of a brown oil. MS m/z: 305.1, 307.1 [M+1].

Workup

  1. customThe crude material was purified by flash chromatography
  2. washeluting with 2 M NH3 in MeOH/CH2Cl2 (0:1→3:97)

Sources & evidence

ORD record
ord-2ddf0607cd8c4468876ff797fe3e764e
Source dataset
uspto-grants-2010_07
Patent number
US07759337B2

Reaction notes

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