1,1'-Carbonyldiimidazole → HCID 25221225, 화합물

HRID 1642484노트

반응식

HRID 1642484 반응식
[NH2:1][C@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@@H:3]1[NH:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]2([CH3:25])[CH2:19][CH2:18][N:17]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:16]2)[CH2:11][CH2:10]1.[C:26](N1C=CN=C1)(N1C=CN=C1)=[O:27]>C(#N)C>[CH3:25][C:15]1([N:12]2[CH2:13][CH2:14][CH:9]([N:8]3[C@H:3]4[CH2:4][CH2:5][CH2:6][CH2:7][C@@H:2]4[NH:1][C:26]3=[O:27])[CH2:10][CH2:11]2)[CH2:19][CH2:18][N:17]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:16]1

참가 물질

4

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 57619822Ethyl 3-[4-[[(1S,2S)-2-aminocyclohexyl]amino]-1-piperidinyl]-3-methyl-1-pyrrolidinecarboxylate

생성물 1

HCID 25221225HCID 25221225, 화합물수율 7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of ethyl 3-[4-[[(1S,2S)-2-aminocyclohexyl]amino]-1-piperidyl]-3-methyl-pyrrolidine-1-carboxylate (600 mg, 1.70 mmol) in anhydrous acetonitrile (30 mL) was added with 1,1′-carbonyldiimidazole (551.92 mg, 3.40 mmol) and stirred at room temperature for 12 h. The solvent was removed in vacuo; the residue was dissolved in dichloromethane (60 mL), washed with water and brine and dried over anhydrous MgSO4. Concentrated in vacuo and the residue was purified by flash chromatography (dichloromethane/methanol) to afford the title compound as a white solid (45 mg). 1H NMR (CD3OD, 400 MHz): δ 4.15 (q, 2H), 3.62-3.51 (m, 2H), 2.41 (m, 2H), 3.22 (m, 1H), 3.19 (brd, 1H), 2.99 (m, 3H), 2.76 (brs, 1H), 2.45 (m, 3H), 2.01-1.82 (m, 6H), 1.74 (brd, 1H), 1.65 (brd, 1H), 1.45 (m, 4H), 1.25 (t, 3H), 1.12 (s, 3H). MS (M+1): 379.18.

후처리

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue was dissolved in dichloromethane (60 mL)
  3. washwashed with water and brine
  4. dry with materialdried over anhydrous MgSO4
  5. concentrationConcentrated in vacuo
  6. customthe residue was purified by flash chromatography (dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-56231d6830b242468801ea9b79f482a0
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08119661B2

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