Ammonium Chloride → HCID 68739481、化合物

HRID 240757ノート

反応式

HRID 240757 の反応式
CON(C)[C:4]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][N:10]=[CH:9]2)=[O:5].[CH2:16]([Mg]Cl)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[Cl-].[NH4+]>O1CCCC1>[NH:11]1[C:12]2[C:8](=[CH:7][C:6]([C:4](=[O:5])[CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:14][CH:13]=2)[CH:9]=[N:10]1

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 62814299N-methoxy-N-methyl-1H-indazole-5-carboxamideHCID 178418336HCID 178418336、化合物3 回

生成物 1

HCID 68739481HCID 68739481、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of Example 75B (900 mg, 4.39 mmol) in tetrahydrofuran (10 mL) was cooled under argon with an ice bath and treated with a 2M solution of benzyl magnesium chloride in tetrahydrofuran (6.6 mL, 13.16 mmol). The reaction was stirred overnight at room temperature followed by the addition of one more equivalent of benzyl magnesium chloride. The mixture was heated at 70° C. for 9 hours. One more equivalent of benzylmagnesium chloride was added, and the reaction was heated at 70° C. for another 90 minutes and was allowed to cool to room temperature. Aqueous saturated ammonium chloride was added, and the product was extracted with ethyl acetate and purified by silica gel column chromatography using 30% ethyl acetate in hexanes to afford the title compound. MS (ESI+) m/z 237.1 (M+H)+.

後処理

  1. temperatureThe mixture was heated at 70° C. for 9 hours
  2. temperaturethe reaction was heated at 70° C. for another 90 minutes
  3. temperatureto cool to room temperature
  4. extractionthe product was extracted with ethyl acetate
  5. custompurified by silica gel column chromatography

出典と根拠

ORDレコード
ord-0869cf7e01dc41c8aa2a73e061bf4444
出典データセット
uspto-grants-2014_02
特許番号
US08648069B2

反応ノート

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