HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloro-2-nitrobenzaldehyde → HCID 66758130, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloro-2-nitrobenzaldehyde | HCID 79674 | — |
| Reactant | 1-Boc-3-aminopyrrolidine | HCID 2756370 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 66758130 | HCID 66758130 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of 3-Amino-pyrrolidine-1-carboxylic acid tert-butyl ester (2 g, 10.7 mmol) in methanol (20 mL) was added 4-Chloro-2-nitro-benzaldehyde (1.98 g, 10.7 mmol). The resultant solution was heated at 60° C. overnight. The reaction mixture was cooled to 0° C. and to it was added NaBH4 (629 mg, 10 mmol). After 1 h, the reaction solution was quenched with saturated NaHCO3 solution and extracted with ethyl acetate. The organic extract was dried over MgSO4, filtered and concentrated to provide the crude product as an oil. The crude product was used in the subsequent reaction without further purification. LCMS (retention time=1.28, ES+; 356)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08058287B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-cf2f0dd3fd274ea9afa23e2750aa125c |
| Source note | uspto-grants-2011_11 |