Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Sodium Hydroxide → N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]pyrrolo[1,2-c]pyrimidine-3-carboxamide Hydrochloride
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | Diphenylphosphinic chloride | HCID 73910 | — |
| 반응물 | (R)-(+)-3-Aminoquinuclidine Dihydrochloride | HCID 12494972 | — |
| 반응물 | Pyrrolo[1,2-c]pyrimidine-3-carboxylic acid hydrochloride | HCID 69607058 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]pyrrolo[1,2-c]pyrimidine-3-carboxamide Hydrochloride | HCID 69773092 | 100% |
반응 단계
Pyrrolo[1,2-c]pyrimidine-3-carboxylic acid hydrochloride (0.33 g, 1.66 mmol) and TEA (2.0 mL, 14.35 mmol) are dissolved in 15 mL THF. Diphenylphosphinic chloride (0.47 g, 1.99 mmol) is added dropwise. After 1 h, (R)-(+)-3-aminoquinuclidine dihydrochloride is added and the reaction is allowed to stir at RT. After 1 day, 1N NaOH is added and the mixture is extracted with CHCl3. The combined organic layers are dried (MgSO4), filtered and concentrated. The residue is purified by chromatography (Biotage 40S, 90:9:1 CHCl3/MeOH/NH4OH) to afford 0.45 g (100%) of product. The hydrochloride salt is prepared and recrystallized from CH3CN/Et2O.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06858613B2 |
| 출처 데이터셋 | uspto-grants-2005_02 |
| ORD ID | ord-4bcf1dbee79d43acbf8b6721c5e60614 |
| 출처 메모 | uspto-grants-2005_02 |