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Hydrochloric Acid → HCID 21940005、化合物

HRID 1242951
ノート
印刷プレビュー

反応式

HRID 1242951 の反応式
Cl.[N:2]1([CH2:7][CH2:8][C:9]2[CH2:18][CH2:17][C:16]3[CH:15]=[C:14]([NH:19][C:20](=[O:22])[CH3:21])[CH:13]=[CH:12][C:11]=3[CH:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3]1.CCN=C=NCCCN(C)C.[C:34]1([C:43]2[CH:48]=[CH:47]C=[CH:45][CH:44]=2)[CH:39]=[CH:38][C:37](C(O)=O)=[CH:36][CH:35]=1>CN(C1C=CN=CC=1)C.C(OCC)(=O)C.CN(C)C=O>[N:2]1([CH2:7][CH2:8][C:9]2[CH2:18][CH2:17][C:16]3[CH:15]=[C:14]([NH:19][C:20]([C:21]4[CH:45]=[CH:44][C:43]([C:34]5[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=5)=[CH:48][CH:47]=4)=[O:22])[CH:13]=[CH:12][C:11]=3[CH:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 66724(1,1'-Biphenyl)-4-carboxylic acidHCID 21939737HCID 21939737、化合物

生成物 1

HCID 21940005HCID 21940005、化合物収率 26.7%

試薬・触媒・溶媒 3

HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 6228Dimethylformamide溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
100 °C

実験手順

Concentrated hydrochloric acid (2 ml) was added to N-[6-[2-(1-pyrrolidinyl)ethyl]-7,8-dihydro-2-naphthalenyl]acetamide (98.0 mg, 0.345 mmol) obtained in Reference Example 103, which was stirred at 100° C. for 16 hours. The solvent was distilled out under reduced pressure. Ethyl acetate was added to the residue, which was washed with aqueous potassium carbonate solution and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then the solvent was distilled out under reduced pressure. WSC (62.5 mg, 0.326 mmol) was added to a dimethylformamide solution (1.5 ml) of the resulting oily substance (79.0 mg, 0.326 mmol), [1,1′-biphenyl]-4-carboxylic acid (64.6 mg, 0.326 mmol) and DMAP (39.8 mg, 0.326 mmol) under ice-cooling, which was stirred at room temperature for 1 day. Ethyl acetate was added to the reaction mixture, washed with aqueous potassium carbonate solution and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, then the solvent was distilled out under reduced pressure. The resulting residue was purified by aluminum column chromatography (development solvent; ethyl acetate), powdered with ethyl acetate and isopropyl ether (1:5), to give the titled compound (36.8 mg).

後処理

  1. customobtained in Reference Example 103, which
  2. distillationThe solvent was distilled out under reduced pressure
  3. additionEthyl acetate was added to the residue, which
  4. washwas washed with aqueous potassium carbonate solution and saturated aqueous sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled out under reduced pressure
  7. temperaturecooling
  8. stirringwhich was stirred at room temperature for 1 day
  9. washwashed with aqueous potassium carbonate solution and saturated aqueous sodium chloride solution
  10. dry with materialdried over anhydrous sodium sulfate
  11. distillationthe solvent was distilled out under reduced pressure
  12. customThe resulting residue was purified by aluminum column chromatography (development solvent; ethyl acetate)

出典と根拠

ORDレコード
ord-7d9d2ed1eb884f0c8be0ead21d7c148b
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07115750B1

反応ノート

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