Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Amino-1,2-propanediol | HCID 73561 | — |
| Reactant | Ether hydrochloride | HCID 10953452 | — |
| Reactant | HCID 11483278 | HCID 11483278 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 18326755 | HCID 18326755 | 69.1% |
Reaction Steps
2-Chloro-4-(3,4-dihydro-1H-isoquinolin-2-yl)-quinoline (0.44 g, 1.5 mmol) and (RS)-3-amino-1,2-propanediol (0.82 g, 9.0 mmol) were mixed and heated at 150-160° C. for 5 hours. The reaction mixture was cooled to room temperature and water (15 ml) was added. The resulting solid was filtered, dried and chromatographed over silica gel (CH2Cl2—MeOH, 19:1 then 9:1) to provide a white foam which was dissolved in MeOH. HCl—Et2O was added to provide (RS)-3-[4-(3,4-dihydro-1H-isoquinolin-2-yl)-quinolin-2-ylamino]-propane-1,2-diol hydrochloride (0.4 g, 69%) as an offwhite foam, MS: m/=349 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06339093B1 |
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| Source dataset | uspto-grants-2002_01 |
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| ORD ID | ord-82bdba47e2a24bfea52e269f035af4e5 |
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| Source note | uspto-grants-2002_01 |
|---|