HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 87549033, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | [3-(2-hydroxybut-3-yn-2-yl)-2,2-dimethylcyclobutyl]acetic acid | HCID 262808 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 87549033 | HCID 87549033 | 60% |
Reaction Steps
To a mixture of Example 29A (84 mg, 0.4 mmol), ammonium chloride (32 mg, 0.6 mmol), O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (154 mg, 0.48 mmol) in N,N-dimethylformamide was added N,N-diisopropylethylamine (348 μL, 2.0 mmol). The reaction mixture was stirred at room temperature overnight. It was partitioned between ethyl acetate and saturated NaHCO3. The organic phase was washed with brine twice, dried (MgSO4), filtered and concentrated in vacuo to provide the title intermediate as a white solid (50 mg, 60% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076344B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-d446d4a0020148b7a15f1c8d18932a79 |
| Source note | uspto-grants-2011_12 |