Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromoacetamide | HCID 69632 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178510354 | HCID 178510354 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178510355 | HCID 178510355 | 27.9% |
Reaction Steps
A mixture of 2-bromoacetamide (30 mg, 0.21 mmol), 4-{[(trans-4-aminocyclohexyl)methyl]amino}-2-{[2-(trifluoromethoxy)benzyl]amino}pyrimidine-5-carbonitrile (117 mg, 0.28 mmol) and DIPEA (74 mL, 0.43 mmol) in DMF (1 mL) was stirred at 50° C. for 4 h. The reaction mixture was then diluted with EtOAc (30 mL) and washed with water (3×3 mL) and brine. The organic phase was dried over Na2SO4 and concentrated. Silica gel preparative TLC of the crude product using 10:1:0.05 CH2Cl2:MeOH:NH4OH as an eluent afforded 28 mg (27%) of the title compound as a white solid, m/z 476.5 [M−1]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07601714B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-4543a444a97745c18ee25959a9e3c26d |
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| Source note | uspto-grants-2009_10 |
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