Triethylamine → HCID 178453727、化合物

HRID 1158108

反応式

HRID 1158108 の反応式
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][C@@H:2]2[NH:8][C:9]1[S:10][C:11]([CH3:22])([CH2:15][CH:16]2CCNCC2)[C:12](=[O:14])[N:13]=1.[C:23]([NH:30][CH2:31][CH2:32][O:33][C:34]1[CH:42]=[CH:41][C:37](C(O)=O)=[CH:36][CH:35]=1)([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24].CCN=C=NCCCN(C)C.C1C=CC2N([OH:63])N=NC=2C=1.[CH2:64]([N:66]([CH2:69][CH3:70])[CH2:67][CH3:68])C>C(Cl)Cl>[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][C@@H:2]2[NH:8][C:9]1[S:10][C:11]([CH2:15][CH:16]2[CH2:70][CH2:69][N:66]([C:64]([C:41]3[CH:42]=[C:34]([CH:35]=[CH:36][CH:37]=3)[O:33][CH2:32][CH2:31][NH:30][C:23](=[O:24])[O:25][C:26]([CH3:27])([CH3:28])[CH3:29])=[O:63])[CH2:67][CH2:68]2)([CH3:22])[C:12](=[O:14])[N:13]=1

参加物

7

反応物 5

HCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 27559974-(2-((tert-Butoxycarbonyl)amino)ethoxy)benzoic acidHCID 178422083HCID 178422083、化合物

生成物 1

HCID 178453727HCID 178453727、化合物収率 412.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 2-((2S)-bicyclo[2.2.1]heptan-2-ylamino)-5-methyl-5-(piperidin-4-ylmethyl)thiazol-4(5H)-one (534 mg, 1.66 mmol), 4-[2-(Boc-amino)ethyloxy]-benzoic acid (NeoMPS, 701 mg, 2.49 mmol), EDCI (Aldrich, 637 mg, 3.32 mmol, 2.0 eq), HOBt (Aldrich, 45 mg, 0.332 mmol, 0.2 eq) and triethylamine (Aldrich, 336 mg, 3.32 mmol, 2.0 eq) in CH2Cl2 (10 mL) was stirred at room temperature for ca. 18 h. The reaction was quenched with saturated NaHCO3 (100 mL), and the crude product was extracted with CH2Cl2 (3×100 mL). The combined organic extracts were washed with brine, dried over Na2SO4, filtered, and concentrated. Flash column chromatography (silica gel, 0-5% MeOH in CH2Cl2) afforded the title compound as a white solid (800 mg). MS (ESI, pos. ion) m/z: 585 (M+H).

後処理

  1. customThe reaction was quenched with saturated NaHCO3 (100 mL)
  2. extractionthe crude product was extracted with CH2Cl2 (3×100 mL)
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-bbb4a65ec49d41fd99fb995156ae6844
出典データセット
uspto-grants-2010_10
特許番号
US07807700B2

関連ノート

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