Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | HCID 562852 | HCID 562852 | — |
| Reactant | HCID 59567844 | HCID 59567844 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 25177442 | HCID 25177442 | — |
Reaction Steps
To a solution of 2,6-difluoro-N-(5-(5-formyl-2-methylthiophen-3-yl)pyrazin-2-yl)benzamide (A, 1.8 mmol) and p-tosylmethyl isocyanide (2 mmol) in methanol (18 mL) was added of a solution of methylamine (4 mmol, 2N in methanol). The mixture was heated in the microwave reactor at 110° C. for 2 h. Removal of solvent and purification of residue by flash chromatography gave 2,6-difluoro-N-(5-(2-methyl-5-(1-methyl-1H-imidazol-5-yl)thiophen-3-yl)pyrazin-2-yl)benzamide (B, 0.24 g) as yellowish solids. 1H-NMR (CD3OD) □9.50 (s, 1H), 8.69 (s, 1H), 7.70 (s, 1H), 7.5 (m, 2H), 7.1 (m, 3H), 3.71 (s, 3H), 2.72 (s, 3H)ppm; ESMS calcd for C20H15F2N5OS: 411.1. Found: 412.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08435996B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-8312b199539c4f48ae606aad327cb7a0 |
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| Source note | uspto-grants-2013_05 |
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