Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 9-Fluorenylmethyl chloroformate | HCID 34367 | — |
| Reactant | HCID 21999247 | HCID 21999247 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 70229029 | HCID 70229029 | — |
Reaction Steps
Cool to 5° C. a mixture of 2′-aminomethylbiphenyl-4-carboxylic acid (Preparation D, Step 5) (1.14 g, 5.0 mmol) and Na2CO3 (1.33 g, 12.5 mmol) in water:dioxane (2:1, 70 mL). Add Fmoc-Cl (1.3 g, 5.0 mmol) and stir at ice-bath temperature for 4 hours, then overnight at room temperature. Pour into a mixture of warm EtOAc (1 L) and 1N aqueous HCl (100 mL) and stir vigorously. Separate organic layer, dry (MgSO4), and concentrate in vacuo until solids appear. Collect the title compound, m.p. 215-218° C. MS (Cl+/CH4) m/z 450 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06228985B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-250a1dfcdfb44dd78652996401b4b1ec |
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| Source note | uspto-grants-2001_05 |
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