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1,4-Dioxane → 7-(3-Chloro-1,2,4-triazin-5-yl)-8-methyl-3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine

HRID 510189
ノート
印刷プレビュー

反応式

HRID 510189 の反応式
O1CCOCC1.[Cl:7][C:8]1[N:9]=[N:10][CH:11]=[C:12](Cl)[N:13]=1.Cl.[CH3:16][CH:17]1[NH:22][CH2:21][CH2:20][N:19]2[C:23]([C:26]([F:29])([F:28])[F:27])=[N:24][CH:25]=[C:18]12.C(N(C(C)C)CC)(C)C>C(Cl)Cl>[Cl:7][C:8]1[N:9]=[N:10][CH:11]=[C:12]([N:22]2[CH2:21][CH2:20][N:19]3[C:23]([C:26]([F:29])([F:27])[F:28])=[N:24][CH:25]=[C:18]3[CH:17]2[CH3:16])[N:13]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 312751,4-DioxaneHCID 81531DiisopropylethylamineHCID 122649333,5-Dichloro-1,2,4-triazineHCID 1176286328-Methyl-3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine hydrochloride

生成物 1

HCID 1176285957-(3-Chloro-1,2,4-triazin-5-yl)-8-methyl-3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
2 回

実験手順

To a Dioxane (12.0 ml) solution of 3,5 dichloro-1,2,4-triazine (780 mg, 5.20 mmol) was added 8-methyl-3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine hydrochloride (CA, 1257 mg, 5.20 mmol) followed by diisopropylethylamine (2.73 ml, 15.60 mmol). Dichloromethane (2 mL) was added to solubilize the reaction. The reaction was stirred for 2 hrs at RT and then diluted with DCM. The reaction was washed with saturated sodium bicarbonate then brine, dried with sodium sulfate and concentrated to anoil. Purification of the oil on Biotage Normal Phase system (DCM:MeOH, 0-9% B) to afford the product as a solid, 1-17, (1.2 g, 71.7%). LRMS (ESI) m/z 319.1 [(M+H)+; calcd for C11H10ClF3N6: 319.1].

後処理

  1. customthe reaction
  2. washThe reaction was washed with saturated sodium bicarbonate
  3. dry with materialbrine, dried with sodium sulfate
  4. concentrationconcentrated to anoil
  5. customPurification of the oil on Biotage Normal Phase system (DCM:MeOH, 0-9% B)

出典と根拠

ORDレコード
ord-efea71f9d372488ba64ec679fdc0d038
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09096598B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート