2-Methylpyrrolidine → HCID 68456022, compound

HRID 2357686Notes

Reaction equation

Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[CH:13]=[C:14]([CH:21]=[CH:22][C:23]=3[CH3:24])[C:15]([NH:17][CH:18]3[CH2:20][CH2:19]3)=[O:16])=[CH:9][CH:10]=2)[CH:5]=[N:4][N:3]=1.[CH3:25][CH:26]1[CH2:30][CH2:29][CH2:28][NH:27]1>CN1C(=O)CCC1>[CH:18]1([NH:17][C:15](=[O:16])[C:14]2[CH:21]=[CH:22][C:23]([CH3:24])=[C:12]([C:8]3[CH:7]=[C:6]4[C:11](=[CH:10][CH:9]=3)[C:2]([N:27]3[CH2:28][CH2:29][CH2:30][CH:26]3[CH3:25])=[N:3][N:4]=[CH:5]4)[CH:13]=2)[CH2:20][CH2:19]1

Participants

Conditions

Temperature: 160 °C

Procedure

A mixture of 3-(1-chlorophthalazin-6-yl)-N-cyclopropyl-4-methylbenzamide (300 mg, 888 μmol) and 2-methylpyrrolidine (272 μl, 2664 μmol, Aldrich) in NMP (3 mL) was heated to 160° C. for 18 h. The solution was purified with reverse-phase chromatography (Phenomenex Synergi 4m Max RP 80 A column, 150×21 mM, 20 mL/min, 10-95% CH3CN/H2O, 0.1% TFA, 10.5 min gradient) to afford the title compound. Found MS (ESI, pos. ion) m/z: 387 (M+1).

Workup

customThe solution was purified with reverse-phase chromatography (Phenomenex Synergi 4m Max RP 80 A column, 150×21 mM, 20 mL/min, 10-95% CH3CN/H2O, 0.1% TFA, 10.5 min gradient)

Sources & evidence

ORD record: ord-83e07c9ca36941b8a3293fbdafbe196e
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07759337B2

Reaction notes

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