HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → HCID 86692292, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-5-[(2,2-dimethylpropanamido)methyl]benzoic acid | HCID 58483208 | — |
| Reactant | HCID 86692247 | HCID 86692247 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86692292 | HCID 86692292 | 25.4% |
Reaction Steps
The title compound was prepared following the procedure described in Example-1 using 1-(2-fluoro-5-(trifluoromethyl)phenoxy)isoquinolin-5-amine (Intermediate-36, 80 mg, 0.24 mmol), 2-chloro-5-(pivalamidomethyl)benzoic acid (Intermediate-5, 134 mg, 0.49 mmol), oxalyl chloride (93 mg, 0.74 mmol), DMF (1 drop) and DIPEA (93 mg, 0.72 mmol) in CH2Cl2 (5 mL) to afford 35 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.77 (s, 1H), 8.32 (d, 1H), 8.11 (t, 1H), 8.09 (d, 1H), 8.00-7.96 (m, 2H), 7.75-7.69 (m, 4H), 7.55 (m, 2H), 7.38 (d, 1H), 4.32 (d, J=5.4 Hz, 2H), 1.14 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006257B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-6abdb99f886f4aa09284f701dac34499 |
| Source note | uspto-grants-2015_04 |