Sodium Bicarbonate → HCID 66598157, compound

HRID 1483799Notes

Reaction equation

Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:11]3[CH:12]=[C:13]([CH:16]=[CH:17][CH:18]=3)[C:14]#[N:15])=[CH:9][N:10]=2)[N:7]=1.Cl.[NH2:20][C@H:21]1[CH2:26][CH2:25][C@H:24]([OH:27])[CH2:23][CH2:22]1.C([O-])(O)=O.[Na+]>CN1C(=O)CCC1>[C:14]([C:13]1[CH:12]=[C:11]([C:8]2[N:6]3[N:7]=[C:2]([NH:20][CH:21]4[CH2:26][CH2:25][CH:24]([OH:27])[CH2:23][CH2:22]4)[CH:3]=[CH:4][C:5]3=[N:10][CH:9]=2)[CH:18]=[CH:17][CH:16]=1)#[N:15]

Participants

Conditions

Temperature: 180 °C

Procedure

To a solution of 3-(6-chloroimidazo[1,2-b]pyridazin-3-yl)benzonitrile (300 mg, 1.18 mmol) and trans-4-aminocyclohexanol hydrogenchloride (678 mg, 5.89 mmol) in NMP (2.0 mL) was added NaHCO3 (496 mg, 5.89 mmol), the mixture was stirred at 180° C. for 45 mins under microwave irridation. The mixture was purified by flash chromatograph to give 4-((3-(3-cyano phenyl)imidazo[1,2-b]pyridazin-6-yl)amino)cyclohexanol (110 mg, 28%) as a pale yellow solid.

Workup

customThe mixture was purified by flash chromatograph

Sources & evidence

ORD record: ord-b419ccecf947490a826480ca40b6df81
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09416132B2

Reaction notes

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