HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → HCID 69945382, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | (1S)-2-{[(9H-Fluoren-9-yl)methoxy]carbonyl}-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid | HCID 11258057 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Water methylene chloride | HCID 21908982 | — |
| Product | HCID 69945382 | HCID 69945382 | 84.7% |
Reaction Steps
1.61 g of diisopropylethylamine, 5.53 g of BOP and then 5 ml of a 5.6M solution of dimethylamine in ethanol are added to a solution of 5 g of (1S)-2-(9-fluorenylmethoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid (commercial) in 100 ml of DCM and the mixture is left stirring for 3 hours at AT. The reaction mixture is taken up in a water/DCM mixture, after separation by settling the organic phase is washed with a 5% KHSO4 solution and dried over Na2SO4, and the solvent is evaporated under vacuum. The residue is chromatographed on silica gel, elution being carried out with a DCM/AcOEt (70/30, v/v) mixture. 4.5 g of the expected product are obtained in the form of an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06596732B2 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-12348984bd1f490cbe614915f739ece6 |
| Source note | uspto-grants-2003_07 |