Triethylamine → Tert-butyl 4-(2-cyano-1-benzofuran-5-yl)piperazine-1-carboxylate

HRID 2389269

반응식

HRID 2389269 반응식
[NH2:1][C:2]([C:4]1[O:5][C:6]2[CH:12]=[CH:11][C:10]([N:13]3[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]3)=[CH:9][C:7]=2[CH:8]=1)=O.C(N(CC)CC)C.FC(F)(F)C(OC(=O)C(F)(F)F)=O>C(Cl)Cl>[C:2]([C:4]1[O:5][C:6]2[CH:12]=[CH:11][C:10]([N:13]3[CH2:14][CH2:15][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:17][CH2:18]3)=[CH:9][C:7]=2[CH:8]=1)#[N:1]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 9845Trifluoroacetic anhydrideHCID 11244883Tert-butyl 4-(2-carbamoylbenzofuran-5-yl)piperazine-1-carboxylate

생성물 1

HCID 67154775Tert-butyl 4-(2-cyano-1-benzofuran-5-yl)piperazine-1-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

The tert-butyl 4-[2-(aminocarbonyl)-1-benzofuran-5-yl]piperazine-1-carboxylate (85 mg, 0.246 mmol) was dissolved in 5 mL of DCM and cooled to 0° C. under nitrogen. Triethylamine (0.075 mL, 0.541 mmol) was added, followed by trifluoroacetic anhydride (0.038 mL, 0.271 mmol). The reaction was stirred for 1 hour, then was diluted with additional 20 mL of DCM and washed with water (2×40 mL). The organic layers were combined, dried over sodium sulfate, filtered and concentrated to afford tert-butyl 4-(2-cyano-1-benzofuran-5-yl)piperazine-1-carboxylate.

후처리

  1. washwashed with water (2×40 mL)
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e1c2fb2a86d248208d1585cf22ab9967
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273737B2

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