Cyclopropylamine → HCID 57516203, compound

HRID 539768Notes

Reaction equation

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

Participants

Conditions

Temperature: 60 °C

Procedure

A solution of cyclopropanamine (0.025 mL, 0.369 mmol) in acetonitrile (1 mL) is added 5-(6-ethoxyimidazo[1,2-b]pyridazin-2-yl)-2-(trifluoromethyl)benzene-1-sulfonyl chloride (0.123 mmol). The mixture is stirred at 60° C. for 12 hours. The mixture is concentrated to dryness and then purified via chromatography using a gradient of hexanes to EtOAc to afford 0.035 g (67%) of the title compound as a white solid: LCMS (m/z)=427.4 [M+H]+, tR=2.76 min. (compound same as Example 212)

Workup

concentrationThe mixture is concentrated to dryness
custompurified via chromatography

Sources & evidence

ORD record: ord-a0f416680de64fc19d07cb33205db229
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08871767B2

Reaction notes

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