Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1,1-Dimethylethyl 4-[2-(3-azetidinyloxy)phenyl]-1-piperazinecarboxylate | HCID 69417314 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69419930 | HCID 69419930 | — |
Reaction Steps
4-[2-(Azetidin-3-yloxy)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester (Preparation 47A, Step 4) (140 mg, 0.42 mmol) was dissolved in CH2Cl2 (2 mL). Acetic acid (0.15 mL) and formalin (85 μL, 1.05 mmol) were added, and the mixture was cooled to 0° C. Sodium triacetoxyborohydride (249 mg, 1.17 mmol) was added, and the solution was stirred for about 16 hours. Methylene chloride (15 mL) was added, and the solution was washed with saturated NaHCO3 (5 mL) and brine (5 mL) and then dried over magnesium sulfate and concentrated to a colorless oil (300 mg, 21%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07186715B2 |
|---|
| Source dataset | uspto-grants-2007_03 |
|---|
| ORD ID | ord-2b6063a65d254684916a6e49e5b4fafb |
|---|
| Source note | uspto-grants-2007_03 |
|---|
