Diisopropylethylamine → HCID 118390058, compound

HRID 1477996Notes

Reaction equation

Cl[C:2]1[N:7]=[C:6]([NH:8][CH:9]2[C:13]3([CH2:17][CH2:16][CH2:15][CH2:14]3)[CH2:12][N:11]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:10]2)[C:5]([Cl:25])=[CH:4][N:3]=1.Cl.[CH3:27][N:28]1[CH:32]=[C:31]([NH2:33])[CH:30]=[N:29]1.CCN(C(C)C)C(C)C>CCCCO>[Cl:25][C:5]1[C:6]([NH:8][CH:9]2[C:13]3([CH2:17][CH2:16][CH2:15][CH2:14]3)[CH2:12][N:11]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:10]2)=[N:7][C:2]([NH:33][C:31]2[CH:30]=[N:29][N:28]([CH3:27])[CH:32]=2)=[N:3][CH:4]=1

Participants

Conditions

Temperature: 150 °C

Procedure

To a solution of tert-butyl 4-((2,5-dichloropyrimidin-4-yl)amino)-2-azaspiro[4.4]nonane-2-carboxylate (830 mg, 2.15 mmol) and 1-methyl-1H-pyrazol-4-amine hydrochloride (344.74 mg, 2.58 mmol) in n-BuOH (8 mL) was added DIPEA (833.60 mg, 6.45 mmol) and the reaction mixture was stirred at 150° C. overnight. The resulting mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography (DCM/MeOH (v/v)=100/1) to give the product as a white solid (800 mg, 83%).

Workup

concentrationThe resulting mixture was concentrated in vacuo
customthe residue was purified by silica gel column chromatography (DCM/MeOH (v/v)=100/1)

Sources & evidence

ORD record: ord-61e945afeded44499d45ced6394dc7d7
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09403801B2

Reaction notes

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