Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 68294625 | HCID 68294625 | — |
| Catalyst | Sodium Carbonate | HCID 10340 | — |
| Catalyst | Phenylboronic Acid | HCID 66827 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68295198 | HCID 68295198 | 59.9% |
Reaction Steps
To a solution of 50 mg (0.13 mmol) of (S)-3-[(5-Chloro-6-methoxy-pyridine-3-carbonyl)-amino]-3-(2-chloro-phenyl)-propionic acid in 3 ml of DMF are added: 25 mg (0.21 mmol, 1,5 eq) phenylboronic acid, 60 mg Na2CO3 (0.56 mmol, 4.2 eq) and 10 mg (0.13 eq) DI-MICRO-CHLOROBIS[2-[(DIMETHYLAMINO)METHYL]PHENYL-C,N]DIPAL as catalyst. After the addition of 1 ml of water the resulting mixture is heated to 100° C. for 6 hours, the reaction is filtered via a pad of celite and the resulting solution subjected to preparative HPLC chromatography yielding 16 mg of product (Yield: 29%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09029559B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-8380523054bd4997bf9125112aa6aa7a |
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| Source note | uspto-grants-2015_05 |
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