HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 89691180, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 6-Quinoxalinamine | HCID 237859 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-Formyl-1H-pyrazole-5-carboxylic acid | HCID 22478146 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 89691180 | HCID 89691180 | 104.6% |
Reaction Steps
To a suspension of product (4-B) (100 mg, 0.71 mmol) and quinoxalin-6-amine (104 mg, 0.71 mmol) in a solution of 1,2-dichloroethane (DCE, 5 mL) and DMF (5 mL) was added acetic acid (5 drops) at rt. The reaction mixture was then stirred for 16 h. MeOH (5 mL) was added, followed by NaBH4 (100 mg, 2.63 mmol). The reaction mixture was stirred at rt for another 30 min. The solution was diluted with ethyl acetate (30 mL); washed with 5% citric acid (10 mL) and brine (20 mL); dried over Na2SO4; and concentrated to give crude product (5-B) (200 mg, 99%) as a yellow solid. LC-MS (M+H)+=270.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394296B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-9ff9f149921e4294a3b5cea6e5e5e7a0 |
| Source note | uspto-grants-2016_07 |