1,2-Dichloroethane → 1-(4-Acetyl-3-hydroxy-benzoylamino)-cycloheptanecarboxylic Acid Methyl Ester

HRID 1918294ノート

反応式

HRID 1918294 の反応式
Cl.[CH3:2][O:3][C:4]([C:6]1([NH2:13])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5].C1C=CC2N(O)N=NC=2C=1.[C:24]([C:27]1[CH:35]=[CH:34][C:30]([C:31](O)=[O:32])=[CH:29][C:28]=1[OH:36])(=[O:26])[CH3:25].C(Cl)CCl>CN(C=O)C>[CH3:2][O:3][C:4]([C:6]1([NH:13][C:31](=[O:32])[C:30]2[CH:34]=[CH:35][C:27]([C:24](=[O:26])[CH3:25])=[C:28]([OH:36])[CH:29]=2)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1)=[O:5]

参加物

6

反応物 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 106549474-Acetyl-3-hydroxybenzoic acidHCID 42614177Methyl 1-aminocycloheptane-1-carboxylate hydrochloride

生成物 1

HCID 671697031-(4-Acetyl-3-hydroxy-benzoylamino)-cycloheptanecarboxylic Acid Methyl Ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1-Amino-cycloheptanecarboxylic acid methyl ester hydrochloride (968 mg, 4.66 mmol), HOBT (105 mg, 0.78 mmol) and 4-acetyl-3-hydroxy-benzoic acid (700 mg, 3.89 mmol) were dissolved in DMF (5 ml). EDIA (3.01 g, 23.3 mmol) and EDC were added and the mixture was stirred at room temperature for 72 h. Then the mixture was partitioned between EA and saturated sodium chloride solution, the aqueous phase was extracted with EA, the combined organic phases were dried over sodium sulfate and evaporated to dryness. The residue was purified by RP HPLC (water/ACN gradient) to yield the title compound.

後処理

  1. customThen the mixture was partitioned between EA and saturated sodium chloride solution
  2. extractionthe aqueous phase was extracted with EA
  3. dry with materialthe combined organic phases were dried over sodium sulfate
  4. customevaporated to dryness
  5. customThe residue was purified by RP HPLC (water/ACN gradient)

出典と根拠

ORDレコード
ord-5bb67d5c0db4465e8792495e621a7438
出典データセット
uspto-grants-2013_12
特許番号
US08618304B2

反応ノート

読み込み中…