HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 21951882, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-Thiophenecarboxaldehyde | HCID 7364 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 21951870 | HCID 21951870 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 21951882 | HCID 21951882 | 56.6% |
Reaction Steps
Compound 5-Chloro-N-[(4-(7-amino-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-phenylamino)carbonyl]thiophene-2-sulfonamide (40 mg, 0.08 mmol) was dissolved in methyl sulfoxide (0.5 mL). To it was added acetic acid (1.0 mL) and thiophene-2-carbaldehyde (18 mg, 0.16 mmol). The mixture was stirred for 15 minutes at room temperature. To it was then added sodium cyanoborohydride (21 mg, 0.32 mmol). The mixture was stirred for 30 minutes and quenched with water (2 mL). The reaction mixture was then directly subjected to preparative HPLC purification to yield the title compound (26 mg, 55%). ES+ MS showed 588 m/z and ES− MS 586 m/z, the correct mass for the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07109332B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-20a064598b8f4198b71aadcf62f903e7 |
| Source note | uspto-grants-2006_09 |