HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752424Generated: October 29, 2026
Diisopropylethylamine → HCID 71283777, compound
https://huagongshe.com/reaction/1752424
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Alanine methyl ester hydrochloride | HCID 2733257 | — |
| Reactant | HCID 89422485 | HCID 89422485 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 71283777 | HCID 71283777 | 56.5% |
Reaction Steps
To a suspension of methyl 4-chloro-6-(4-(4-fluorophenoxy)phenyl)pyrimidine-2-carboxylate (0.719 g, 2.00 mmol) in acetonitrile (10 mL) was added (S)-methyl 2-aminopropanoate hydrochloride (0.310 g, 2.22 mmol) and iPr2NEt (0.77 mL, 4.4 mmol). The mixture was heated at 50° C. for 2 h than 80° C. for 6 days. The mixture was evaporated in vacuo and the residue chromatographed over silica gel with 20-60% EtOAc/hexanes. The product fractions were evaporated in vacuo to give (S)-methyl 4-(4-(4-fluorophenoxy)phenyl)-6-((1-methoxy-1-oxopropan-2-yl)amino)pyrimidine-2-carboxylate as a pale tan oil (0.479 g, 1.13 mmol, 56% yield). LC/MS: m/z=426.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09163008B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-6fd2f30802cb4acd8a751f30bddf6db6 |
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| Source note | uspto-grants-2015_10 |
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