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Acetic Acid → HCID 178521022、化合物

HRID 931321
ノート
印刷プレビュー

反応式

HRID 931321 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([N:9]2[CH2:14][CH2:13][CH2:12][C@@H:11]([C:15]([N:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)=[O:16])[CH2:10]2)=[N:6][C:7]=1[NH2:8].[N:22]1[N:23]([C:27]2([C:30](=N)OCC)[CH2:29][CH2:28]2)[N:24]=[CH:25][CH:26]=1.C(N(CC)CC)C.C(O)(=O)C>C(O)C>[N:22]1[N:23]([C:27]2([C:30]3[NH:8][C:7]4=[N:6][C:5]([N:9]5[CH2:14][CH2:13][CH2:12][C@@H:11]([C:15]([N:17]6[CH2:21][CH2:20][CH2:19][CH2:18]6)=[O:16])[CH2:10]5)=[CH:4][CH:3]=[C:2]4[N:1]=3)[CH2:29][CH2:28]2)[N:24]=[CH:25][CH:26]=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 176Acetic AcidHCID 8471TriethylamineHCID 89853725Ethyl 1-(2H-1,2,3-triazol-2-yl)cyclopropanecarbimidateHCID 89854052(R)-(1-(5,6-diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone

生成物 1

HCID 178521022HCID 178521022、化合物収率 2.9%

試薬・触媒・溶媒 1

HCID 702
Ethanol
溶媒

実験手順

To a solution of (R)-(1-(5,6-diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone (0.4 g, 1.36 mmol) in ethanol was added ethyl 1-(2H-1,2,3-triazol-2-yl)cyclopropanecarbimidate (600 mg, crude), triethylamine (5 mL) and acetic acid (6 mL). The reaction mixture was heated to reflux for 12 h. The solvent was evaporated and the residue was dissolved in ethyl acetate. The solution was dried over sodium sulfate and concentrated. The crude material was purified via preparative TLC to afford the title compound (16 mg). MS (ES+) (M+H) 407.3; LCMS retention time 1.793 min (Method N1).

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 12 h
  3. customThe solvent was evaporated
  4. dissolutionthe residue was dissolved in ethyl acetate
  5. dry with materialThe solution was dried over sodium sulfate
  6. concentrationconcentrated
  7. customThe crude material was purified via preparative TLC

出典と根拠

ORDレコード
ord-ca12328d062d4f4f968677f500abb534
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09296745B2

反応ノート

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