Triethylamine → HCID 66990711、化合物

HRID 2367350

反応式

HRID 2367350 の反応式
C(Cl)(=O)C(Cl)=O.[C:7]1([CH2:13][N:14]2[CH2:19][CH2:18][O:17][CH:16]([C:20]([OH:22])=O)[CH2:15]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(N(CC)CC)C.[NH2:30][CH2:31][C:32]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:33]>C(Cl)Cl.O>[O:33]=[C:32]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[CH2:31][NH:30][C:20]([CH:16]1[O:17][CH2:18][CH2:19][N:14]([CH2:13][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:15]1)=[O:22]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 11952PhenacylamineHCID 65578Oxalyl chlorideHCID 27763534-Benzylmorpholine-2-carboxylic acid

生成物 1

HCID 66990711HCID 66990711、化合物収率 32.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
25 °C

実験手順

Oxalyl chloride (1.187 mL, 13.56 mmol) was added to a suspension of 4-(phenylmethyl)-2-morpholinecarboxylic acid (2.0 g, 9.04 mmol) in CH2Cl2 (70 mL) at 0° C. in 10 minutes, and the resulting mixture was stirred at 25° C. for 2 hours. The mixture was concentrated, and the resulting residue was treated with CH2Cl2 (70 mL), triethylamine (2.77 mL, 19.89 mmol) and 2-amino-1-phenylethanone (1.551 g, 9.04 mmol) at 0° C. The reaction mixture was stirred at 25° C. for 3 hours. Water (150 mL) was added, and the resulting aqueous mixture was extracted with EtOAc (3×80 mL). The combined organic layers were dried (Na2SO4), filtered, and concentrated. The resulting residue was purified by silica gel chromatography to afford the title compound (1.0 g) as a brown solid. LC-MS (ES) m/z=339 [M+H]+.

後処理

  1. concentrationThe mixture was concentrated
  2. stirringThe reaction mixture was stirred at 25° C. for 3 hours
  3. extractionthe resulting aqueous mixture was extracted with EtOAc (3×80 mL)
  4. dry with materialThe combined organic layers were dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe resulting residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-9ecaec64a047446cb929100dcddea6ba
出典データセット
uspto-grants-2014_04
特許番号
US08697685B2

関連ノート

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