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Triethylsilane → HCID 178430920、化合物

HRID 2209214
ノート
印刷プレビュー

反応式

HRID 2209214 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 12052Triethylsilane2 回HCID 117842882(4-(Benzyloxy)-6-chloropyrazolo[1,5-a]pyrazin-3-yl)methanol

生成物 1

HCID 178430920HCID 178430920、化合物収率 100%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0409d61490a2499c8d39d9dc27132fae
出典データセット
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09376441B2

反応ノート

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