HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-tert-Butylbenzoyl chloride → Hydrochloric Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-tert-Butylbenzoyl chloride | HCID 74372 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | US9656988, Example 61 | HCID 118115044 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Hydrochloric Acid | HCID 313 | — |
| Product | US9656988, Example 62 | HCID 118115274 | — |
Reaction Steps
To a solution of (R)-5-(4-(morpholine-4-carbonyl)phenylamino)-3-(piperidin-3-ylamino)-1,2,4-triazine-6-carboxamide (75) HCl salt (60 mg, 0.13 mmol) in NMP (3 mL) was added DIEA (90 μL, 0.76 mmol) and then 4-tert-butylbenzoyl chloride (39 mg, 0.20 mmol). The mixture was stirred at RT for 20 min, quenched with TFA (0.1 mL), diluted with 2 mL water, and subjected to reverse phase preparative HPLC to afford the title compound (76) as an HCl salt. MS found for C31H38N8O4 as (M+H)+ 587.2, (M−H)− 585.2. UV: λ=268, 287 nm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382246B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-64f0bedcba7942309708df2b327bec4b |
| Source note | uspto-grants-2016_07 |