Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | HCID 24985953 | HCID 24985953 | — |
| Product | HCID 24985100 | HCID 24985100 | 58% |
Reaction Steps
Following the procedure as described in Example 1, making variations only as required to use 2-(4-(cyclopropylmethoxy)-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxylic acid in place of 4-methyl-2-(2-oxo-4-phenylpyridin-1(2H)-yl)thiazole-5-carboxylic acid to react with benzylamine, the title compound was obtained as a white solid in 58% yield: mp 218-220° C. (hexane/ethyl acetate); 1H NMR (300 MHz, DMSO-d6) δ 8.77 (t, J=5.9 Hz, 1H), 8.58 (d, J=8.1 Hz, 1H), 7.35-7.18 (m, 5H), 6.34 (dd, J=8.1, 2.7 Hz, 1H), 6.05 (d, J=2.7 Hz, 1H), 4.38 (d, J=5.9 Hz, 2H), 3.88 (d, J=7.2 Hz, 2H), 2.53 (s, 3H), 1.26-1.10 (m, 1H), 0.52-0.50 (m, 2H), 0.32-0.27 (m, 2H); 13C NMR (75 MHz, DMSO-d6) δ 167.8, 161.9, 161.6, 153.8, 150.3, 139.9, 131.9, 128.7, 127.7, 127.2, 123.6, 104.4, 96.8, 73.9, 43.1, 17.5, 9.9, 3.6; MS (ES+) m/z 396.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08501746B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-54e70fc48b034005992167781e6ac44c |
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| Source note | uspto-grants-2013_08 |
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