HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 1-(4-Chloro-2-(cyanomethoxy)phenyl)-N-(thiazol-2-YL)isoquinoline-6-sulfonamide 2,2,2-trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 1-(4-Chloro-2-(cyanomethoxy)phenyl)-N-(4-methoxybenzyl)-N-(thiazol-2-YL)isoquinoline-6-sulfonamide | HCID 86687650 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4-Chloro-2-(cyanomethoxy)phenyl)-N-(thiazol-2-YL)isoquinoline-6-sulfonamide 2,2,2-trifluoroacetate | HCID 86687651 | — |
Reaction Steps
To the light brown crude oil from Step 2 was added DCM (3 ml) and TFA (1 ml) and the mixture stirred at room temperature for 30 min affording PMB deprotection. The mixture was dried under reduced pressure and purified using basic, then acidic conditions, respectively affording product (16 mg, 16%). 1H NMR (400 MHz, DMSO-d6) δ=12.91 (br. s., 1H), 8.69 (d, J=5.8 Hz, 1H), 8.56 (d, J=1.9 Hz, 1H), 8.14 (d, J=5.2 Hz, 1H), 7.86 (dd, J=1.9, 8.9 Hz, 1H), 7.71 (d, J=8.9 Hz, 1H), 7.54 (d, J=1.9 Hz, 1H), 7.45 (d, J=8.1 Hz, 1H), 7.34 (dd, J=1.9, 8.1 Hz, 1H), 7.28 (d, J=4.6 Hz, 1H), 6.87 (d, J=4.6 Hz, 1H), 5.16 (d, J=1.0 Hz, 2H). m/z (ESI) 457.0 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012443B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-6a577c850259473eb90bbb4f02a2c1e8 |
| Source note | uspto-grants-2015_04 |