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HRID 515953Erstellt: 24. Oktober 2026

Triethylamine → Methyl 2-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-methyl-6-(m-tolylamino)pyrimidine-5-carboxylate

https://huagongshe.com/de/reaction/515953

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt(1S,2R)-Cyclohexane-1,2-diamine, N1-BOC protectedHCID 1514389—
EduktMethyl 2-chloro-4-methyl-6-(m-tolylamino)pyrimidine-5-carboxylateHCID 58317549—
LösungsmittelEthyl AcetateHCID 8857—
LösungsmittelDimethylacetamideHCID 31374—
ProduktMethyl 2-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-methyl-6-(m-tolylamino)pyrimidine-5-carboxylateHCID 6723801562,2%

Reaktionsschritte

A solution of methyl 2-chloro-4-methyl-6-(m-tolylamino)pyrimidine-5-carboxylate (1.2 g, 4.11 mmol), tert-butyl (1S,2R)-2-aminocyclohexylcarbamate (0.882 g, 4.11 mmol) and triethylamine (1.720 mL, 12.34 mmol) in DMA (10 mL) was heated at 90° C. for 4 h. The solution was then diluted with EtOAc, washed with brine and water. The organic extract was dried and concentrated under reduced pressure to give a light yellow residue; white crystals were formed upon triturating with ACN (5 mL). The resultant solid was filtered, washed with ACN, and dried to give the title compound as white solid (1.2 g, 62%). [M+H] calc'd for C25H35N5O4, 470; found, 470.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09108970B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-805520152a0b406485e703eae335253d
Quellennotizuspto-grants-2015_08