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
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| 반응물 | tert-butyl (3S)-3-aminopyrrolidine-1-carboxylate | HCID 854071 | — |
| 반응물 | 2-(biphenyl-4-ylmethyl)-3-chloro-7-isobutyl-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione | HCID 68508300 | — |
| 반응물 | HCID 178418922 | HCID 178418922 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 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)-dione | HCID 42640996 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08846693B2 |
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| 출처 데이터셋 | uspto-grants-2014_09 |
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| ORD ID | ord-ea4b18044c2a44c29d3eb328e111d7a5 |
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| 출처 메모 | uspto-grants-2014_09 |
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