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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 81415생성일: 2026년 10월 26일

1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → (S)-2-(biphenyl-4-ylmethyl)-7-isobutyl-5-methyl-3-(pyrrolidin-3-ylamino)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

https://huagongshe.com/reaction/81415

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참여 물질

역할이름HCID투입량
반응물1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
반응물tert-butyl (3S)-3-aminopyrrolidine-1-carboxylateHCID 854071—
반응물2-(biphenyl-4-ylmethyl)-3-chloro-7-isobutyl-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dioneHCID 68508300—
반응물HCID 178418922HCID 178418922—
촉매Bis(dibenzylideneacetone)palladiumHCID 9811564—
생성물(S)-2-(biphenyl-4-ylmethyl)-7-isobutyl-5-methyl-3-(pyrrolidin-3-ylamino)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dioneHCID 42640996—

반응 조건

온도130 °C

반응 단계

2-(biphenyl-4-ylmethyl)-3-chloro-7-isobutyl-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (25 mg, 0.056 mmol) is dissolved in anhydrous and degassed THF, and then (S)-tert-butyl 3-aminopyrrolidine-1-carboxylate (64 mg, 0.34 mmol), Pd2(dba)3 (25 mg, 0.026 mmol) and Xantphos (16 mg, 0.026 mmol) are added, followed by tBuOK (7.5 mg, 0.067 mmol). The reaction mixture is heated in microwave at 130° C. for 2.5 h. After cooling, solvent is removed. The residue is diluted with ethyl acetate (50 mL), and then washed with sodium carbonate aqueous solution three times. Solvent is removed under reduced pressure, the residue is treated with 50% TFA in CH2Cl2 (v/v) at room temperature for 6 hours. Evaporation to remove TFA and solvent, and the residue is purified by a semi-preparative HPLC to give pure product. MS (ESI) m/z 473.2 [M+H]+.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08846693B2
출처 데이터셋uspto-grants-2014_09
ORD IDord-ea4b18044c2a44c29d3eb328e111d7a5
출처 메모uspto-grants-2014_09