Hydrochloric Acid → HCID 178429370, 화합물

HRID 707261노트

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HRID 707261 반응식
C(OC(=O)[NH:7][C@H:8]1[CH2:11][C@H:10]([N:12]2[C:16]3[N:17]=[CH:18][N:19]=[CH:20][C:15]=3[C:14]([CH3:22])([CH3:21])[C:13]2=[O:23])[CH2:9]1)(C)(C)C.[ClH:25]>O1CCOCC1>[ClH:25].[NH2:7][C@H:8]1[CH2:11][C@H:10]([N:12]2[C:16]3[N:17]=[CH:18][N:19]=[CH:20][C:15]=3[C:14]([CH3:21])([CH3:22])[C:13]2=[O:23])[CH2:9]1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 178454101HCID 178454101, 화합물

생성물 1

HCID 178429370HCID 178429370, 화합물수율 86%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

To a solution of tert-butyl(trans-3-(5,5-dimethyl-2-(methylthio)-6-oxo-5H-pyrrolo[2,3-d]pyrimidin-7(6H)-yl)cyclobutyl)carbamate, INTERMEDIATE 63, (0.9 g, 2.378 mmol) in dry tetrahydrofuran (10 mL) was added cautiously palladium 10 wt. % on activated carbon (0.051 ml, 0.476 mmol) followed by triethylsilane (3.04 ml, 19.02 mmol). The mixture was stirred for 15 minutes under nitrogen atmosphere, filtered, and filtrate concentrated to give tert-butyl(trans-3-(5,5-dimethyl-6-oxo-5H-pyrrolo[2,3-d]pyrimidin-7(6H)-yl)cyclobutyl)carbamate. The crude tert-butyl(trans-3-(5,5-dimethyl-6-oxo-5H-pyrrolo[2,3-d]pyrimidin-7(6H)-yl)cyclobutyl)carbamate was redissolved in dioxane (10 mL) and treated with 4N HCl in dioxane (10 mL). After 30 minutes the reaction mixture was evaporated to dryness under reduced pressure to give the desired crude product 7-(trans-3-aminocyclobutyl)-5,5-dimethyl-5H-pyrrolo[2,3-d]pyrimidin-6(7H)-one hydrochloride (0.55 g, 2.047 mmol, 86% yield). The product was used in next step without further purification. m/z: 233.0 (M+1-HCl).

후처리

  1. customAfter 30 minutes the reaction mixture was evaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-eee2d95be3fb4de081ee4ad2f968421a
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174992B2

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