HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2-({Cyclopropyl[(4-methoxy-2,6-dimethylphenyl)sulfonyl]amino}methyl)-N-{4-[(3-hydroxy-3-methylpyrrolidin-1-yl)methyl]benzyl}-N-methyl-1,3-oxazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-({Cyclopropyl[(4-methoxy-2,6-dimethylphenyl)sulfonyl]amino}methyl)-1,3-oxazole-4-carboxylic acid | HCID 58393098 | — |
| Reactant | 3-Methyl-1-{3-[(methylamino)methyl]benzyl}pyrrolidin-3-ol dihydrochloride | HCID 67216977 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-({Cyclopropyl[(4-methoxy-2,6-dimethylphenyl)sulfonyl]amino}methyl)-N-{4-[(3-hydroxy-3-methylpyrrolidin-1-yl)methyl]benzyl}-N-methyl-1,3-oxazole-4-carboxamide | HCID 58393023 | — |
Reaction Steps
The title compound was prepared according to general procedure BH using 2-({cyclopropyl[(4-methoxy-2,6-dimethylphenyl)sulfonyl]amino}methyl)-1,3-oxazole-4-carboxylic acid (35 mg, 0.09 mmol), EDCI (24 mg, 0.12 mmol), HOBt (18 mg, 0.14 mmol) DIPEA (0.032 mL, 0.18 mmol) and 3-methyl-1-{3-[(methylamino)methyl]benzyl}pyrrolidin-3-ol dihydrochloride (30 mg, 0.10 mmol) in DCM (5 mL). The resulting residue was purified by FCC eluting with 5% MeOH in DCM to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623859B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-bd677e3909b64193b289c39c801517c2 |
| Source note | uspto-grants-2014_01 |