HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Hydrochloric Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | (2E)-4-(Dimethylamino)-2-butenoic acid | HCID 14805664 | — |
| Reactant | (R)-5-(4-(morpholine-4-carbonyl)phenylamino)-3-(piperidin-3-ylamino)-1,2,4-triazine-6-carboxamide HCl salt | HCID 118115258 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Hydrochloric Acid | HCID 313 | 877.7% |
| Product | US9656988, Example 66 | HCID 118114658 | — |
Reaction Steps
To a solution of (R)-5-(4-(morpholine-4-carbonyl)phenylamino)-3-(piperidin-3-ylamino)-1,2,4-triazine-6-carboxamide HCl salt (47 mg, 0.10 mmol) in NMP (4 mL) was added (E)-4-(dimethylamino)but-2-enoic acid (50 mg, 0.30 mmol), DIEA (180 μL, 1.0 mmol) and then PyBOP (104 mg, 0.20 mmol). The mixture was stirred at RT for 2 h, quenched with TFA (0.2 mL), diluted with 2 mL water, and subjected to reverse phase preparative HPLC to isolate the title compound (80) as an HCl salt (32 mg). MS found for C26H35N9O4 as (M+H)+ 538.2, (M−H)− 536.3. UV: λ=246 nm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382246B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-e73d244c0fcd4451b3e64b072926db8f |
| Source note | uspto-grants-2016_07 |