HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[(2S)-butan-2-yl]-1-(2-chlorophenyl)-N-methylisoquinoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 3-Isoquinolinecarboxylicacid, 1-(2-chlorophenyl)- | HCID 11000554 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-[(2S)-butan-2-yl]-1-(2-chlorophenyl)-N-methylisoquinoline-3-carboxamide | HCID 6603767 | 23.6% |
Reaction Steps
Operations are carried out as for Example 7, starting from 1.7 g of 1-(2-chloro phenyl) isoquinoline 3-carboxylic acid, 2.1 g of triethylamine, 0.75 g of ethyl chloroformate and 0.96 g of N-methyl 2(S)-butanamine, HCl in 60 ml of toluene. After chromatography and recrystallization in cyclohexane, 0.5 g of N-methyl N-(1-(S)-methyl propyl) 1-(2-chlorophenyl) isoquinoline 3-carboxamide melting at 134° C. is obtained. αD27 =+53.7° (0.5% in CHCl3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04499094 |
| Source dataset | uspto-grants-1985_02 |
| ORD ID | ord-70caeb65efa34305bb4c0d0a7a4850d1 |
| Source note | uspto-grants-1985_02 |