3-cyclopropyl-1H-pyrazol-5-amine → HCID 178420515, compound

HRID 480624

Reaction equation

Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH2:12][O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:3]=1.[NH2:20][C:21]1[CH:25]=[C:24]([CH:26]2[CH2:28][CH2:27]2)[NH:23][N:22]=1>C1COCC1>[CH:26]1([C:24]2[CH:25]=[C:21]([NH:20][C:2]3[C:11]4[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=4)[N:5]=[C:4]([CH2:12][O:13][C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[N:3]=3)[NH:22][N:23]=2)[CH2:28][CH2:27]1

Participants

Conditions

Temperature: 65 °C

Procedure

To a solution of the above 4-chloro-2-phenoxymethylquinazoline (0.5 g, 1.85 mmol) in THF (30 mL) is added 3-amino-5-cyclopropylpyrazole (0.47 g, 3.69 mmol) and the reaction mixture is heated at 65° C. for 24 hours. Solvent is evaporated and ethanol is added. A white solid forms and is collected by filtration and dried under vacuum to give (5-cyclopropyl-2H-pyrazol-3-yl)-(2-phenoxymethyl-quinazolin-4-yl)-amine.

Workup

customSolvent is evaporated
additionethanol is added
filtrationA white solid forms and is collected by filtration
customdried under vacuum

Sources & evidence

ORD record: ord-6f4d5aa3059d4477abb51b1ce1fca777
Source dataset: uspto-grants-2003_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06653301B2

Linked notes

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