Hydrochloric Acid → HCID 18923909、化合物

HRID 1290252

反応式

HRID 1290252 の反応式
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][CH:13]=[C:12]2[CH2:18][CH2:19][C:20](O)=O)C1C=CC=CC=1.O.ON1C2C=CC=CC=2N=N1.C(N=C=NC(C)C)(C)C.Cl.[CH3:44][O:45][C:46]1[CH:47]=[CH:48][C:49]2[O:54][CH2:53][CH:52]([CH2:55][NH2:56])[O:51][C:50]=2[CH:57]=1.Cl>CN(C=O)C>[CH3:44][O:45][C:46]1[CH:47]=[CH:48][C:49]2[O:54][CH2:53][CH:52]([CH2:55][NH:56][CH2:20][CH2:19][CH2:18][C:12]3[C:11]4[C:15](=[CH:16][CH:17]=[C:9]([OH:8])[CH:10]=4)[NH:14][CH:13]=3)[O:51][C:50]=2[CH:57]=1

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 12734DiisopropylcarbodiimideHCID 27960291-Hydroxybenzotriazole hydrateHCID 189238737-Methoxy-2,3-dihydro-1,4-benzodioxin-2-methanamine hydrochlorideHCID 189238923-[5-(Benzyloxy)-3-indolyl]propanoic Acid

生成物 1

HCID 18923909HCID 18923909、化合物収率 90%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

5-Benzyloxyindole-3-propionic acid (1.8 g, 6.0 mmole), 1-hydroxybenzotriazole hydrate (0.97 g, 7.2 mmole) and 1,3-diisopropylcarbodiimide (2.3 ml, 14.4 mmole) were combined in 150 ml of DMF and stirred at room temperature for 2 hours under a nitrogen atmosphere. To this was added dropwise 7-methoxy-2,3-dihydro-1,4-benzodioxin-2-methanamine hydrochloride (1.4 g, 6.0 hydrochloride (1.4 g, 6.0 mmole) in 50 ml of DMF and the mixture was further stirred for 48 hours. The solvent was removed and replaced with dichloromethane. The mixture was then washed with H2O. The separated organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuum. The residue was chromatographed on a silica gel using first dichloromethane and then 2.5% methanol in dichloromethane as eluants to give 2.6 g (90%) of the desired product, (7-methoxy-2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl)-3-(5-benzyloxy-1H-indol-3-yl)-propanamide, as a light tan solid.

後処理

  1. stirringthe mixture was further stirred for 48 hours
  2. customThe solvent was removed
  3. washThe mixture was then washed with H2O
  4. dry with materialThe separated organic layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuum
  7. customThe residue was chromatographed on a silica gel using first dichloromethane

出典と根拠

ORDレコード
ord-7e7720cfc5e24f2fa9b4d6078814227e
出典データセット
uspto-grants-1998_05
特許番号
US05750724

関連ノート

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