Water → 2-chloro-N-[6-(2-chloro-2-phenylacetyl)-6H-pyrazolo[4',3':3,4]benzo[1,2-d]thiazol-2-yl]-2-phenylacetamide

HRID 1360839

反応式

HRID 1360839 の反応式
[S:1]1[C:5]2[C:6]3[CH:12]=[N:11][NH:10][C:7]=3[CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH2:13].[Cl:14][CH:15]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:16](Cl)=[O:17].C(N([CH2:30][CH3:31])CC)C.[OH2:32]>O1CCCC1>[Cl:14][CH:15]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:16]([NH:13][C:2]1[S:1][C:5]2[C:6]3[CH:12]=[N:11][N:10]([C:16](=[O:32])[CH:15]([Cl:14])[C:31]4[CH:30]=[CH:21][CH:20]=[CH:19][CH:24]=4)[C:7]=3[CH:8]=[CH:9][C:4]=2[N:3]=1)=[O:17]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 102902Chloro(phenyl)acetyl chlorideHCID 450776746H-thiazolo[5,4-e]indazol-2-amine

生成物 1

HCID 579514352-chloro-N-[6-(2-chloro-2-phenylacetyl)-6H-pyrazolo[4',3':3,4]benzo[1,2-d]thiazol-2-yl]-2-phenylacetamide収率 100%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

0.50 g (2.6 mmol) of 6H-pyrazolo[4′,3′:3,4]benzo[1,2-d]thiazol-2-ylamine and 1.5 g (7.9 mmol) of α-chlorophenylacetyl chloride were dissolved in 10 ml of tetrahydrofuran, and 1.3 g (12.9 mmol) of triethylamine was added dropwise to the mixture under ice-cooling. After the mixture was allowed to warm to room temperature and was stirred overnight, 10 ml of water was added to the mixture to quench the reaction. The reaction mixture was extracted with 20 ml of ethyl acetate twice, dried over 5 g of anhydrous magnesium sulfate, and then concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) to give 1.3 g (yield: 100%) of 2-chloro-N-[6-(2-chloro-2-phenylacetyl)-6H-pyrazolo[4′,3′:3,4]benzo[1,2-d]thiazol-2-yl]-2-phenylacetamide.

後処理

  1. temperaturecooling
  2. customto quench
  3. customthe reaction
  4. extractionThe reaction mixture was extracted with 20 ml of ethyl acetate twice
  5. dry with materialdried over 5 g of anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe crude product was purified by silica gel column chromatography (hexane/ethyl acetate=1/1)

出典と根拠

ORDレコード
ord-bccc2275fb4d4150b45000767e7823ce
出典データセット
uspto-grants-2011_02
特許番号
US07879887B2

関連ノート

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