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Triethylsilane → HCID 178430920, 화합물

HRID 2209214
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HRID 2209214 반응식
C([SiH](CC)CC)C.C([O:15][C:16]1[C:17]2[N:18]([N:23]=[CH:24][C:25]=2[CH2:26]O)[CH:19]=[C:20]([Cl:22])[N:21]=1)C1C=CC=CC=1>C(O)(C(F)(F)F)=O>[Cl:22][C:20]1[N:21]=[C:16]([OH:15])[C:17]2[N:18]([N:23]=[CH:24][C:25]=2[CH3:26])[CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 12052Triethylsilane2회HCID 117842882(4-(Benzyloxy)-6-chloropyrazolo[1,5-a]pyrazin-3-yl)methanol

생성물 1

HCID 178430920HCID 178430920, 화합물수율 100%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

Triethylsilane (0.2 ml, 1.25 mmol) was added slowly to a solution of (4-(benzyloxy)-6-chloropyrazolo[1,5-a]pyrazin-3-yl)methanol 5.51 (142 mg, 0.49 mmol) in TFA (3 mL). After 19 hours, an additional 0.4 mL of triethylsilane was added and mixture was heated to 60 degrees for 4.5 hours. Mixture was cooled to rt and concentrated under reduced pressure. Resulting residue was taken up in DCM and washed with sat. NaHCO3 (aq). Aqueous layer was extracted with DCM. Combined organics were dried, filtered, and concentrated under reduced pressure to yield 6-chloro-3-methylpyrazolo[1,5-a]pyrazin-4-ol 5.52 (90 mg), which was used in the next step without further purification.

후처리

  1. temperaturemixture was heated to 60 degrees for 4.5 hours
  2. concentrationconcentrated under reduced pressure
  3. washwashed with sat. NaHCO3 (aq)
  4. extractionAqueous layer was extracted with DCM
  5. customCombined organics were dried
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-0409d61490a2499c8d39d9dc27132fae
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09376441B2

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