HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Morpholinecarbonyl chloride → rac-[(3R,4S)-4-(3,4-dichloro-phenyl)-1-(morpholine-4-carbonyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Morpholinecarbonyl chloride | HCID 84810 | — |
| Reactant | rac-[(3R,4S)-4-(3,4-dichloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl ester | HCID 67234230 | — |
| Product | rac-[(3R,4S)-4-(3,4-dichloro-phenyl)-1-(morpholine-4-carbonyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl ester | HCID 58303115 | — |
Reaction Steps
In analogy to the procedure described for the synthesis of example 2 (step b), the title compound rac-[(3R,4S)-4-(3,4-dichloro-phenyl)-1-(morpholine-4-carbonyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl ester was prepared from rac-[(3R,4S)-4-(3,4-Dichloro-phenyl)-pyrrolidin-3-yl]-methyl-carbamic acid 4-fluoro-phenyl ester instead of rac-{4-[(3S,4R)-3-(3,4-dichloro-phenyl)-4-methylamino-pyrrolidine-1-carbonyl]-piperidin-1-yl}-(1-methyl-cyclopropyl)-methanone using morpholin-4-carbonyl chloride instead of fluorophenyl chloroformate and was obtained as a colorless oil. MS m/e: 496.2 [M]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09226916B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-f0b998a628b64b8e81066b392746c333 |
| Source note | uspto-grants-2016_01 |