1-(5-Fluoro-pyrimidin-2-yl)-ethylamine hydrochloride → HCID 67331338, 화합물

HRID 599노트

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HRID 599 반응식
CC(N)c1ncc(F)cn1.Cl.Cn1cnc(Nc2nc(Cl)nc3c2ccn3C2CC2)c1>C1CCCC1.C1COCCO1.CC(=O)O.CC(=O)O.CC(C1CCCC1P(C1CCCCC1)C1CCCCC1)P(C(C)(C)C)C(C)(C)C.O=C([O-])[O-].[Cs+].[Cs+].[Fe].[Pd]>CC(Nc1nc(Nc2cn(C)cn2)c2ccn(C3CC3)c2n1)c1ncc(F)cn1

참가 물질

7

반응물 2

HCID 534070501-(5-Fluoro-pyrimidin-2-yl)-ethylamine hydrochlorideHCID 87359589HCID 87359589, 화합물

생성물 1

HCID 67331338HCID 67331338, 화합물수율 37.23%

시약·촉매·용매 4

HCID 10796Cesium carbonate시약HCID 4144353Palladium (II) acetate촉매HCID 144543273(R)-(-)-1-[(S)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldi-t-butylphosphine;Ferrocene, 1-[(1R)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(dicyclohexylphosphino)-, (2R)-촉매HCID 312751,4-Dioxane용매

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온도
150 °C

실험 절차

A mixture of 1-(5-fluoropyrimidin-2-yl)ethanamine hydrochloride (252 mg, 1.42 mmol), 2-chloro-7-cyclopropyl-N-(1-methyl-1H-imidazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (205 mg, 0.71 mmol), palladium(II) acetate (15.94 mg, 0.07 mmol) and palladium(II) acetate (15.94 mg, 0.07 mmol) (R)-(-)-1-[(S)-2-(DICYCLOHEXYLPHOSPHINO)FERROCENYL]ETHYLDI-T-BUTYLPHOSPHINE (62.1 mg, 0.11 mmol) and CS2CO3 (1619 mg, 4.97 mmol) in 1,4-dioxane (4733 µl) was heatd to 150 oC for 20 min with well-stirring. Reaction was diluted with DCM/MeOh (10%) the organic layer was washed with water. And concntraction provided product. Reaction is clean and 70% contaminated with hydroxy product (P3). Reaction was purified on gilsen (5 to 45%) provide product 40 mg. Compound was submitted to chiral purification. Chiral sepreation: En02021-65-2 (P2, E1) : EN02021-65-3 (P3, E2) = 4:96 There is no racemization observed in reaction.

출처 및 근거

ORD 기록
ord-e6335b06fa23489ab5143a6fe79c709a
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
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