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Potassium Carbonate → 6-[1-(8-propyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-ylmethyl)-1H-imidazol-2-yl]-pyridine-2-carbonitrile

HRID 916666
ノート
印刷プレビュー

反応式

HRID 916666 の反応式
Br[CH2:2][C:3]1[N:8]=[CH:7][N:6]2[N:9]=[CH:10][N:11]=[C:5]2[C:4]=1[CH2:12][CH2:13][CH3:14].[NH:15]1[CH:19]=[CH:18][N:17]=[C:16]1[C:20]1[N:25]=[C:24]([C:26]#[N:27])[CH:23]=[CH:22][CH:21]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH2:12]([C:4]1[C:5]2[N:6]([N:9]=[CH:10][N:11]=2)[CH:7]=[N:8][C:3]=1[CH2:2][N:15]1[CH:19]=[CH:18][N:17]=[C:16]1[C:20]1[N:25]=[C:24]([C:26]#[N:27])[CH:23]=[CH:22][CH:21]=1)[CH2:13][CH3:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 232080316-(1H-Imidazol-2-yl)picolinonitrileHCID 575033117-Bromomethyl-8-propyl-[1,2,4]triazolo[1,5-c]pyrimidine

生成物 1

HCID 114279106-[1-(8-propyl-[1,2,4]triazolo[1,5-c]pyrimidin-7-ylmethyl)-1H-imidazol-2-yl]-pyridine-2-carbonitrile

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 169 (97 mg, 0.38 mmol), 172 (64 mg, 0.38 mmol) and K2CO3 (160 mg) in DMF (4 mL) is stirred at room temperature overnight. Solvent is removed in vacuo. Water (10 mL) is added and the mixture is extracted with ethyl acetate (3×25 mL). The combined organic layers are dried and solvent removed. The crude is purified by PTLC (5% MeOH in methylene chloride) to give the title product (171) as a solid. 1H NMR 9.12 (s, 1H), 8.49 (q, 1H), 8.36 (s, 1H), 7.87 (t, 1H), 7.56 (q, 1H), 7.21 (s, 2H), 6.11 (s, 2H), 3.13–3.19 (m, 2H), 1.71–1.79 (m, 2H), 1.02 (t, 3H).

後処理

  1. customSolvent is removed in vacuo
  2. additionWater (10 mL) is added
  3. extractionthe mixture is extracted with ethyl acetate (3×25 mL)
  4. customThe combined organic layers are dried
  5. customsolvent removed
  6. customThe crude is purified by PTLC (5% MeOH in methylene chloride)

出典と根拠

ORDレコード
ord-40d91aa7ef964fee997df81efce80ba1
出典データセット
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07271170B2

反応ノート

読み込み中…

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