Triethylamine → HCID 136341306, 화합물

HRID 1506170노트

반응식

HRID 1506170 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 136341306HCID 136341306, 화합물수율 34%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

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%).

후처리

  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))

출처 및 근거

ORD 기록
ord-7600ed5778994884a7d039ca00044cf6
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09216999B2

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