HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 86636995, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | (R)-3-(Benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionic acid | HCID 21305218 | — |
| Reactant | HCID 178514349 | HCID 178514349 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86636995 | HCID 86636995 | 81.2% |
Reaction Steps
(2R)-3-Cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoic acid (0.220 g, 0.72 mmol), 2-chloro-5-fluoro-6-(tetrahydro-2H-pyran-4-ylamino)-4(1H)-pyrimidinone hydrazone (0.199 g), NMM (0.42 mL, 3.80 mmol), HOAt (0.103 g, 0.76 mmol), EDC (0.146 g, 0.76 mmol) were dissolved in DMF (5 mL). Reaction left to stir overnight. Added ether, washed with water, back extracted aqueous layers with ether, dried (Na2SO4) and concentrated in vacuo to provide [(2R)-3-{2-[2-chloro-5-fluoro-6-(tetrahydro-2H-pyran-4-ylamino)-4-pyrimidinyl]hydrazino}-2-(cyclopentylmethyl)-3-oxopropyl][(phenylmethyl)oxy]formamide as a dark brown solid (0.321 g). LCMS: (M+H)+=549.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07893056B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-06012fa385c241e489c601b40abeb6b8 |
| Source note | uspto-grants-2011_02 |