Dichloromethane → HCID 72207945、化合物

HRID 1628301ノート

反応式

HRID 1628301 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:11]([O:13][CH3:14])=[O:12])[C:5]2[CH:6]=[CH:7][NH:8][C:9]=2[CH:10]=1.C(O)(C(F)(F)F)=O.C([SiH](CC)CC)C.C(Cl)[Cl:30]>>[ClH:30].[Br:1][C:2]1[CH:3]=[C:4]([C:11]([O:13][CH3:14])=[O:12])[C:5]2[CH2:6][CH2:7][NH:8][C:9]=2[CH:10]=1

参加物

5

反応物 4

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 13770009methyl 6-bromo-1H-indole-4-carboxylate

生成物 1

HCID 72207945HCID 72207945、化合物

実験手順

To a 2000 ml flask were added of methyl 6-bromo-1H-indole-4-carboxylate 54.1.A (20.0 g, 78.7 mmole), 500 ml of DCM, 100 ml of TFA and triethylsilane (19 ml, 236 mmole). The reaction was stirred at room temperature for 16 hours at which time the reaction was partitioned between 1500 ml of DCM and 500 ml of saturated sodiumbicarbonate and the solvent was removed. The crude solid was resuspended in a 1 to 1 mixture 300 ml of EtAc/hexane and then HCl added (24 ml of 4N in Dioxane, 94.4 mmole), at which time the product crashed out. The solid was collected and dried to give of methyl 6-bromoindoline-4-carboxylate HCl 54.1.B as an off white solid (19.1 g, 85% yield).

後処理

  1. customwas partitioned between 1500 ml of DCM and 500 ml of saturated sodiumbicarbonate
  2. customthe solvent was removed
  3. additionHCl added (24 ml of 4N in Dioxane, 94.4 mmole)
  4. customThe solid was collected
  5. customdried

出典と根拠

ORDレコード
ord-db6ae18895ec4b41b4131a1b3cdcd6f1
出典データセット
uspto-grants-2014_07
特許番号
US08785468B2

反応ノート

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