Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Amino-4-methylpyridine | HCID 1533 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 76621204 | HCID 76621204 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 24875129 | HCID 24875129 | 33.5% |
Reaction Steps
99 mg of (18) were dissolved in/ml of dichloroethane and 37 mg (1.5 eq.) of 4-methylpyridin-2-ylamine and 240 mg (5 eq.) of NaHB(OAc)3 were added. The solution was stirred for 2.5 h. After pouring in ethyl acetate the organic layer was washed with saturated NaHCO3, brine and dried over Na2SO4. The crude product was redissolved in 6 ml of 1,4-dioxane and 1 ml of water. The solution was cooled to 0° C. and 3 eq. of LiOH*H2O were added. The solution was neutralized after 6 h with 1 M HCl and concentrated in vacuo. The product was purified by HPLC to give 39.1 mg of (19) as TFA salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08309735B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-69b2a49396424dfe8a49c3606f381aea |
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| Source note | uspto-grants-2012_11 |
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