HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → 2'-Methyl-5'-(4-morpholin-4-yl-benzoylamino)-biphenyl-4-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 4-(Morpholin-4-yl)benzoic acid | HCID 345278 | — |
| Reactant | Dimethylaminopropyl carbodiimide hydrochloride | HCID 21899179 | — |
| Reactant | 5'-Amino-2'-methyl-biphenyl-4-carboxylic acid ethyl ester | HCID 59822335 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2'-Methyl-5'-(4-morpholin-4-yl-benzoylamino)-biphenyl-4-carboxylic acid ethyl ester | HCID 59822331 | 88.1% |
Reaction Steps
5′-Amino-2′-methyl-biphenyl-4-carboxylic acid ethyl ester (2.15 g), 4-morpholin-4-yl benzoic acid (1.27 g), N-methylmorpholine (2.05 ml), 1-hydroxybenzotriazole (826 mg) and 1-ethyl-3-(3-(dimethylaminopropyl)carbodiimide hydrochloride (1.17 g) in dry DMF (30 ml) was stirred at 20 C for 18 h. Then the DMF was evaporated and the residue partitioned between water and dichloromethane. The dried extracts were evaporated and the residue purified on silica gel. Elution with 1-2% methanol in dichloromethane gave a colourless solid (2.4 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008303B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-962cae0f652648a7a3b2a7d6b16275ea |
| Source note | uspto-grants-2011_08 |