Diisopropylethylamine → HCID 118390170, compound

HRID 1056641Notes

Reaction equation

Cl[C:2]1[N:7]=[C:6]([NH:8][CH:9]2[CH2:26][CH2:25][C:12]3([CH2:17][CH2:16][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:14][CH2:13]3)[CH2:11][CH2:10]2)[C:5]([Cl:27])=[CH:4][N:3]=1.Cl.[CH3:29][N:30]1[C:38]([CH3:39])=[C:37]2[C:32]([CH:33]=[C:34]([NH2:40])[CH:35]=[CH:36]2)=[N:31]1.CCN(C(C)C)C(C)C>CCCCO>[Cl:27][C:5]1[C:6]([NH:8][CH:9]2[CH2:26][CH2:25][C:12]3([CH2:13][CH2:14][N:15]([C:18]([O:20][C:21]([CH3:22])([CH3:23])[CH3:24])=[O:19])[CH2:16][CH2:17]3)[CH2:11][CH2:10]2)=[N:7][C:2]([NH:40][C:34]2[CH:35]=[CH:36][C:37]3[C:32]([CH:33]=2)=[N:31][N:30]([CH3:29])[C:38]=3[CH3:39])=[N:3][CH:4]=1

Participants

Conditions

Temperature: 150 °C

Procedure

To a suspension of tert-butyl 9-((2,5-dichloropyrimidin-4-yl)amino)-3-azaspiro[5.5]undecane-3-carboxylate (659.8 mg, 1.59 mmol) and 2,3-dimethylindazol-6-amine hydrochloride (580.6 mg, 2.94 mmol) in n-BuOH (6 mL) was added DIPEA (755.5 mg, 5.79 mmol). The reaction mixture was stirred at 150° C. under microwave radiation for 2 h and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=2/1) to give the title compound as a yellow solid (169.7 mg, 19.8%).

Workup

concentrationconcentrated in vacuo
customThe residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=2/1)

Sources & evidence

ORD record: ord-ebc337cf1109441d8915e8ddcd11967c
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09399637B2

Reaction notes

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