5-(3,3-Difluoro-cyclobutyl)-2H-pyrazol-3-ylaMine synthesis
- Product Name:5-(3,3-Difluoro-cyclobutyl)-2H-pyrazol-3-ylaMine
- CAS Number:1425931-95-8
- Molecular formula:C7H9F2N3
- Molecular Weight:173.16
1234616-26-2
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1425931-95-8
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Yield:1425931-95-8 3.46 g
Reaction Conditions:
with hydrazine hydrate in ethanol at 75;
Steps:
6.4
step 4: To a solution of 3-(3,3-difluorocyclobutyl)-3-oxopropanenitrile (12.5 g, 78.6 mmol) in EtOH (250 mL) was added hydrazine hydrate (5.9 g, 117.9 mmol) and the resulting mixture was stirred at 75 °C overnight. After concentrating the reaction mixture in vacuo, the residue was redissolved in EtOAc (500 mL) and washed with satd. aq. NaHC03. The aqueous layer was extracted with EtOAc and the combined extracts washed with brine (100 mL), dried (Na2S04), filtered and concentrated in vacuo. The crude product was purified by S1O2 chromatography eluting with DCM/MeOH (10:1) to afford 3.46 g (39%) of 85 as a light yellow solid: 1H NMR (400 MHz, DMSO-d6) δ 11.20 (br s, 1 H), 5.23 (s, 1 H), 4.65 (br s, 2 H), 3.16 - 3.13 (m, 1H), 2.88 - 2.84 (m, 2H), 2.64 - 2.57 (m, 2H); MS (ESI+) m/z = 174 [M +1]+.
References:
WO2013/26914,2013,A1 Location in patent:Page/Page column 96-97
1425931-93-6
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1425931-95-8
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23761-23-1
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1425931-95-8
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1425931-94-7
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1425931-95-8
42 suppliers
$90.00/10mg