Diisopropylethylamine → HCID 67339843, compound

HRID 1674970Notes

Reaction equation

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

Participants

Conditions

Temperature: 70 °C

Procedure

tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (3.15 g, 14.83 mmol) was added to a mixture of 6-chloro-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazine (3 g, 13.48 mmol) and diisopropyethylamine (4.66 mL, 26.96 mmol) and ethanol (50 mL). The mixture was warmed to 70° C. over a period of 10 minutes, stirred at 70° C. for 1 hour, and then allowed to cool to ambient temperature to give a precipitate. The precipitate was collected by filtration, washed with ethanol (50 mL), and dried under vacuum to afford tert-butyl 5-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate (3.00 g, 55.9%) as a white solid.

Workup

temperatureto cool to ambient temperature
customto give a precipitate
filtrationThe precipitate was collected by filtration
washwashed with ethanol (50 mL)
customdried under vacuum

Sources & evidence

ORD record: ord-e0ccd748b0554580bcf3c7c38b109f2a
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08003649B2

Reaction notes

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