HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 66739040, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Picolinoyl Chloride Hydrochloride | HCID 135033 | — |
| Reactant | 5-tert-Butyl 1-ethyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate | HCID 57353085 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66739040 | HCID 66739040 | 94% |
Reaction Steps
To a solution of 5-tert-butyl 1-ethyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-1,5-dicarboxylate, A1(I), (7.32 g, 22.56 mmol) and DIPEA (12 mL) in CH2Cl2 (60 mL), picolinoyl chloride hydrochloride, A1(II), (4.82 g, 27.07 mmol) was added slowly. The reaction was stirred at room temperature for 2 hrs. The reaction mixture was diluted with CH2Cl2 (50 mL), washed with water (2×30 mL), sat. NaCl (brine), and dried over MgSO4, filtered and concentrated to give A1(III) (9.12 g, 94% yield). 1H NMR (400 MHz, CDCl3-d) δ ppm 1.39-1.50 (m, 2H) 1.49-1.58 (m, 10H) 1.72 (s, 3H) 1.78 (s, 3H) 4.63 (q, J=7.07 Hz, 2H) 4.81 (d, J=19.45 Hz, 2H) 7.46-7.58 (m, 1H) 7.82-7.97 (m, 1H) 8.25 (dd, J=7.71, 3.41 Hz, 1H) 8.73 (dd, J=9.60, 4.55 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999981B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-e48f6289871f4caeb62ff3e566e8e504 |
| Source note | uspto-grants-2015_04 |