Hydrochloric Acid → 6-[2-(1H-pyrazol-4-yl)imidazo[1,2-b][1,2,4]triazin-7-yl]methylquinoline

HRID 500238Notes

Reaction equation

C(OC([N:6]1[CH:10]=[C:9]([C:11]2[N:16]=[N:15][C:14]([NH2:17])=[N:13][CH:12]=2)[CH:8]=[N:7]1)C)C.Cl[CH:19]([CH2:22][C:23]1[CH:24]=[C:25]2[C:30](=[CH:31][CH:32]=1)[N:29]=[CH:28][CH:27]=[CH:26]2)[CH:20]=O.Cl>C(O)(C)C>[NH:7]1[CH:8]=[C:9]([C:11]2[CH:12]=[N:13][C:14]3[N:15]([C:19]([CH2:22][C:23]4[CH:24]=[C:25]5[C:30](=[CH:31][CH:32]=4)[N:29]=[CH:28][CH:27]=[CH:26]5)=[CH:20][N:17]=3)[N:16]=2)[CH:10]=[N:6]1

Participants

Conditions

Temperature: 110 °C

Procedure

A mixture of 6-[1-(1-ethoxyethyl)-1H-pyrazol-4-yl]-1,2,4-triazin-3-amine (390.0 mg, 1.665 mmol) and 2-chloro-3-quinolin-6-ylpropanal (480 mg, 2.2 mmol) in isopropyl alcohol (20 mL) was heated at 110° C. for 2 days. After cooling to RT, 0.2 mL of concentrated HCl was added and stirred until completely deprotected. The solid formed was collected by filtration to give the desired product (0.35 g, 64%). LCMS: (M+H)=328.3.

Workup

temperatureAfter cooling to RT
customThe solid formed
filtrationwas collected by filtration

Sources & evidence

ORD record: ord-656142cda6754bb4b1f37e48e1aab85f
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07767675B2

Reaction notes

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