HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 6-(azetidin-3-ylamino)-4(S)-methyl-7-trifluoromethyl-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one trifluoroacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 3-(4(S)-methyl-3-oxo-7-trifluoromethyl-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-ylamino)-azetidine-1-carboxylic acid tert-butyl ester | HCID 86727304 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-(azetidin-3-ylamino)-4(S)-methyl-7-trifluoromethyl-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one trifluoroacetic acid | HCID 86727307 | — |
Reaction Steps
A solution of 3-(4(S)-methyl-3-oxo-7-trifluoromethyl-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-ylamino)-azetidine-1-carboxylic acid tert-butyl ester (Enantiomer 1, SFC (Table 1, Method 6), Rt=8.78 min., 0.270 g, 0.59 mmol) in DCM (10 mL) and TFA (2 mL) was stirred at ambient temperature for 1 h. The solvent was removed in vacuo to give 6-(azetidin-3-ylamino)-4(S)-methyl-7-trifluoromethyl-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one trifluoroacetic acid as a pale yellow solid (Example #53-1, Enantiomer 1, SFC (Table 1, Method 7), Rt=6.44 min, 0.275 g, 99%). LC/MS (Table 1, Method 5) Rt=2.070 min.; MS m/z: 356 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115151B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-4f86cf72895545448a7ad3c510e0feab |
| Source note | uspto-grants-2015_08 |