HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → HCID 71679394, 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 86692257 | HCID 86692257 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71679394 | HCID 71679394 | 18.5% |
Reaction Steps
The title compound was prepared following the procedure described in Example-1 using 1-(4-(trifluoromethyl)phenoxy)isoquinolin-5-amine (Intermediate-41, 100 mg, 0.32 mmol), 2-chloro-5-(pivalamidomethyl)benzoic acid (Intermediate-5, 177 mg, 0.65 mmol), oxalyl chloride (123 mg, 0.98 mmol), DMF (1 drop) and DIPEA (124 mg, 0.96 mmol) in CH2Cl2 (5 mL) to afford 33 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.76 (s, 1H), 8.30 (d, J=7.8 Hz, 1H), 8.21 (t, 1H), 8.08 (d, J=6.9 Hz, 1H), 7.99 (d, J=6.0 Hz, 1H), 7.86 (d, J=8.1 Hz, 2H), 7.73 (d, J=6.3 Hz, 1H), 7.54 (m, 4H), 7.37 (d, J=8.4 Hz, 2H), 4.32 (d, J=5.7 Hz, 2H), 1.14 (s, 9H); MS (m/z): 556.29 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006257B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-119bdbeafff5414fbb2dd2313a9414c2 |
| Source note | uspto-grants-2015_04 |