1,4-Dichlorophthalazine → HCID 57581523, compound

HRID 1689963Notes

Reaction equation

HRID 1689963 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([Cl:12])=[N:4][N:3]=1.[N:13]1([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:18][CH2:17][NH:16][CH2:15][CH:14]1[C:19]([O:21][CH3:22])=[O:20].C(N(CC)C(C)C)(C)C>CC(C)CC(=O)C>[Cl:12][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([N:16]2[CH2:17][CH2:18][N:13]([C:23]([O:25][C:26]([CH3:27])([CH3:28])[CH3:29])=[O:24])[CH:14]([C:19]([O:21][CH3:22])=[O:20])[CH2:15]2)=[N:3][N:4]=1

Participants

5

Reactant 3

HCID 784901,4-DichlorophthalazineHCID 81531DiisopropylethylamineHCID 27568181-(1,1-Dimethylethyl) 2-methyl 1,2-piperazinedicarboxylate

Product 1

HCID 57581523HCID 57581523, compound

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

1,4-dichlorophthalazine (741 mg, 3.72 mmol), 1-tert-butyl 2-methyl piperazine-1,2-dicarboxylate (1.00 g, 4.09 mmol), N,N-diisopropylethylamine (0.972 mL), and 4-methyl-2-pentanone (6 mL) were heated at 120° for 16 hours. The solvent was removed and the residue purified by chromatography over silica using a gradient of hexanes/0-70% ethyl acetate. The compound was obtained as a white solid. MS (M+H)+=407.1.

Workup

  1. customThe solvent was removed
  2. customthe residue purified by chromatography over silica using a gradient of hexanes/0-70% ethyl acetate
  3. customThe compound was obtained as a white solid

Sources & evidence

ORD record
ord-cf961439cec34b24b3040c90009a5e5a
Source dataset
uspto-grants-2012_04
Patent number
US08153633B2

Reaction notes

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