HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2067891Generated: November 3, 2026
Sodium Carbonate → 1-(4-(5-(4-(Difluoromethoxy)phenyl)pyrimidin-2-ylamino)phenethyl)piperidine-4-carboxylic acid
https://huagongshe.com/reaction/2067891
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-(4-(Difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 22032303 | — |
| Reactant | 1-(4-(5-Bromopyrimidin-2-ylamino)phenethyl)piperidine-4-carboxylic acid | HCID 58542280 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-(4-(5-(4-(Difluoromethoxy)phenyl)pyrimidin-2-ylamino)phenethyl)piperidine-4-carboxylic acid | HCID 25195721 | — |
Reaction Steps
To a solution of 1-(4-(5-bromopyrimidin-2-ylamino)phenethyl)piperidine-4-carboxylic acid 21 (0.05 mmol) in 1,4-dioxane (1.0 mL) is added 2-(4-(difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 7 (0.05 mmol), 3M Na2CO3 (0.15 mmol) and Pd(PPh3)4 (0.0025 mmol). The reaction is evacuated and backfilled with nitrogen twice then heated in a microwave oven at 150° C. for 10 min. Purification by preparative HPLC (ACN gradient 10-70%) affords 1-(4-(5-(4-(difluoromethoxy)phenyl)pyrimidin-2-ylamino)phenethyl)piperidine-4-carboxylic acid A6. MS (m/z) (M+1)+: 469.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08293757B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-e23a4a8542c14fe8bca45dd1c7449161 |
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| Source note | uspto-grants-2012_10 |
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