Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Succinic Acid | HCID 1110 | — |
| Reactant | HCID 178494163 | HCID 178494163 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178494164 | HCID 178494164 | — |
Reaction Steps
To a solution of (R)-[5-(2-methoxy-6-methyl-pyridin-3-yl)-2H-pyrazol-3-yl]-[6-(piperidin-3-yloxy)-pyrazin-2-yl]-amine (0.1 g, 0.26 mmol) in dichloromethane (10 mL) is added succinic acid (0.015 g, 0.13 mmol) dissolved in ethanol (1 mL, dissolved at 50° C.) at room temperature. The reaction mixture is stirred for 2 h at room temperature. The solvent is evaporated and the residue obtained is triturated with diethyl ether (20 mL) followed by n-pentane (20 mL). The material is dried under high vacuum for 8 h to obtain the title compound. Yield=0.102 g (78%). 1H NMR (400 MHz, DMSO-d6) δ 12.4 (bs, 1H), 9.72 (s, 1H), 8.05-7.96 (m, 2H), 7.48 (s, 1H), 6.93 (d, J=7.6 Hz, 1H), 6.86 (s, 1H), 5.06-4.97 (m, 1H), 3.97 (s, 3H), 2.90-2.81 (m, 1H), 2.74-2.62 (m, 1H), 2.42 (s, 3H), 2.30 (s, 2H), 2.09-2.01 (m, 1H), 1.80-1.60 (m, 2H), 1.57-1.46 (m, 1H), 1.14-1.10 (m, 1H), 1.10-1.00 (m, 1H); ES/MS m/z 382.4 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09067920B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-ab08103ff96f4e9fae2d158c14119f6a |
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| Source note | uspto-grants-2015_06 |
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