HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropylamine → HCID 86625353, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 86625354 | HCID 86625354 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86625353 | HCID 86625353 | 72.7% |
Reaction Steps
To a stirred suspension of 2-(2,5-dichloropyrimidin-4-yl)-7-methoxybenzo[b]thiophene-4-carboxylic acid (2.50 g, 3.07 mmol) is added diisopropylethylamine (1.12 mL, 6.44 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (617 mg, 3.22 mmol) and 1-hydroxybenzotriazole (435 mg, 3.22 mmol) at room temperature under nitrogen atmosphere. The mixture is treated with cyclopropylamine (184 mg, 3.22 mmol) and stirred at room temperature for 1 day. The mixture is diluted with dichloromethane (60 mL) and washed with water (3×30 mL). The organic phase suspension is filtered off to give a yellow solid which is washed with dichloromethane and water to give the title compound as a yellow solid (880 mg, 72% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547691B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-c1903f2f6f3443da957e5b1a1ce89bdc |
| Source note | uspto-grants-2009_06 |