Acetic Anhydride → HCID 68855307、化合物

HRID 916555ノート

反応式

HRID 916555 の反応式
[NH2:1][CH:2]([CH2:17][O:18][C:19]1[CH:20]=[CH:21][C:22]2[S:26][C:25]([CH3:27])=[N:24][C:23]=2[CH:28]=1)[CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5]1.[C:29](OC(=O)C)(=[O:31])[CH3:30]>CN(C)C1C=CN=CC=1.C(Cl)Cl.C(N(CC)CC)C>[C:29]([NH:1][CH:2]([CH2:17][O:18][C:19]1[CH:20]=[CH:21][C:22]2[S:26][C:25]([CH3:27])=[N:24][C:23]=2[CH:28]=1)[CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5]1)(=[O:31])[CH3:30]

参加物

6

反応物 2

HCID 7918Acetic AnhydrideHCID 68855493HCID 68855493、化合物

生成物 1

HCID 68855307HCID 68855307、化合物

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒HCID 8471Triethylamine溶媒

実験手順

To a solution of tert-butyl 4-[2-amino-3-(2-methylbenzothiazol-5-yloxy)propyl]-piperazinecarboxylate (260 mg) and 4-dimethylaminopyridine (3 mg) in methylene chloride (6 ml) and triethylamine (178 μl) at 0° C. was added acetic anhydride (160 mg), and the mixture allowed to warm to room temperature. After stirring overnight, the mixture was partitioned between methylene chloride and water, and solvent removed from the organic layer under reduced pressure. The residue was chromatographed on a silica gel column, eluting with 25% ethyl acetate/hexanes followed by 10% methanol/methylene chloride, to provide crude tert-butyl 4-[2-(acetylamino)-3-(2-methylbenzothiazol-5-yloxy)propyl]piperazinecarboxylate, which was purified by preparative TLC.

後処理

  1. customthe mixture was partitioned between methylene chloride and water, and solvent
  2. customremoved from the organic layer under reduced pressure
  3. customThe residue was chromatographed on a silica gel column
  4. washeluting with 25% ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-b93c2947b1fb4a7d87b74b550b740413
出典データセット
uspto-grants-2007_09
特許番号
US07271169B2

反応ノート

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