HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 8-Chloro-7-dimethylamino-4-[3-(4-hydroxymethyl-oxazol-2-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 3-Oxo-3-[3-[4-(tetrahydro-pyran-2-yloxymethyl)-oxazol-2-yl]-phenyl]-propionic acid tert-butyl ester | HCID 69688022 | — |
| Reactant | (2-Amino-4-chloro-5-dimethylamino-phenyl)-carbamic acid tert.-butyl ester | HCID 69688689 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 8-Chloro-7-dimethylamino-4-[3-(4-hydroxymethyl-oxazol-2-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one | HCID 18613228 | — |
Reaction Steps
The title compound was prepared from (2-amino-4-chloro-5-dimethylamino-phenyl)-carbamic acid tert.-butyl ester (Example J2) (170 mg) and (RS)-3-oxo-3-{3-[4-(tetrahydro-pyran-2-yloxymethyl)-oxazol-2-yl]-phenyl}-propionic acid tert-butyl ester (Example K11) (270 mg) according to the general procedure M. The obtained material was deprotected and cyclized by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a light yellow solid (110 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06544985B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-16b3cdf15f324368a0afacea67468b82 |
| Source note | uspto-grants-2003_04 |