Triethylamine → HCID 136341306、化合物

HRID 1506170ノート

反応式

HRID 1506170 の反応式
[F:1][C:2]([F:8])([F:7])[CH2:3][C:4](O)=[O:5].Cl.CN(C)CC[CH2:14][N:15]=[C:16]=[N:17][CH2:18][CH3:19].O[N:22]1[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[N:24]=[N:23]1.[CH2:31]([N:33](CC)CC)[CH3:32]>O>[C:25]1([CH:30]2[CH2:29][CH2:28][N:33]([C:4](=[O:5])[CH2:3][C:2]([F:8])([F:7])[F:1])[CH2:31][CH2:32]2)[N:24]=[N:23][N:22]2[C:26]=1[C:27]1[CH:19]=[CH:18][NH:17][C:16]=1[N:15]=[CH:14]2

参加物

6

反応物 4

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27779723,3,3-Trifluoropropionic acid

生成物 1

HCID 136341306HCID 136341306、化合物収率 34%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

1-(Piperidin-4-yl)-7H-pyrrolo[3,2-e][1,2,3]triazolo[1,5-c]pyrimidine acetate (30.0 mg, 0.0992 mmol) obtained in Reference Synthetic Examplea 104 in N,N-dimethylformamide (1 mL) was stirred with 3,3,3-trifluoropropionic acid (14.0 μL, 0.161 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (48.0 mg, 0.248 mmol), 1-hydroxybenzotriazole (34.0 mg, 0.248 mmol) and triethylamine (43.0 μL, 0.310 mmol) at room temperature for 3 hours and then with water (1 mL) for another 1 day. After addition of water, the reaction mixture was extracted with ethyl acetate, and the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1 (v/v)) to give the title compound as a colorless solid (11.7 mg, yield 34%).

後処理

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1 (v/v))

出典と根拠

ORDレコード
ord-7600ed5778994884a7d039ca00044cf6
出典データセット
uspto-grants-2015_12
特許番号
US09216999B2

反応ノート

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