Trifluoroacetic acid → 4-((6-Chloro-3-(4-chloro-2-fluorobenzyl)-2-methylimidazo[1,2-b]pyridazin-8-yl)methyl)morpholine hydrochloride

HRID 597869ノート

反応式

HRID 597869 の反応式
C([SiH](CC)CC)C.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([C:17]2[N:21]3[N:22]=[C:23]([Cl:33])[CH:24]=[C:25]([CH2:26][N:27]4[CH2:32][CH2:31][O:30][CH2:29][CH2:28]4)[C:20]3=[N:19][C:18]=2[CH3:34])=O)=[C:11]([F:35])[CH:10]=1.FC(F)(F)C(O)=O>>[ClH:8].[Cl:33][C:23]1[CH:24]=[C:25]([CH2:26][N:27]2[CH2:28][CH2:29][O:30][CH2:31][CH2:32]2)[C:20]2[N:21]([C:17]([CH2:15][C:12]3[CH:13]=[CH:14][C:9]([Cl:8])=[CH:10][C:11]=3[F:35])=[C:18]([CH3:34])[N:19]=2)[N:22]=1

参加物

4

反応物 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 56954584(4-Chloro-2-fluorophenyl)(6-chloro-2-methyl-8-(morpholinomethyl)imidazo[1,2-b]pyridazin-3-yl)methanone

生成物 1

HCID 866424894-((6-Chloro-3-(4-chloro-2-fluorobenzyl)-2-methylimidazo[1,2-b]pyridazin-8-yl)methyl)morpholine hydrochloride

実験手順

At 26° C., combine triethylsilane (110 g, 946 mmol) and (4-chloro-2-fluorophenyl)(6-chloro-2-methyl-8-(morpholinomethyl)imidazo[1,2-b]pyridazin-3-yl)methanone (50.1 g, 117.06 mmol) to form a solution. Add trifluoro acetic acid (150 mL, 1.98 mol) to the reaction mixture then heat at 78° C. for 24 h. Cool the reaction to ambient temperature and separate the mixture to remove the top layer. Dissolve the bottom layer with ethyl acetate (1 L) and adjust the pH to 11 with sodium hydroxide (4 N, 500 mL). Separate the organic layer and add HCl (4 M in ethyl ether) to the organic layer to form the HCl salt. Filter and dry the HCl salt. (100 g (96%); mp=237-238° C.; M+=409).

後処理

  1. customAt 26° C.
  2. customto form a solution
  3. temperatureCool
  4. customthe reaction to ambient temperature
  5. customseparate the mixture
  6. customto remove the top layer
  7. dissolutionDissolve the bottom layer with ethyl acetate (1 L)
  8. customSeparate the organic layer
  9. additionadd HCl (4 M in ethyl ether) to the organic layer

出典と根拠

ORDレコード
ord-5f71b3eae12e4c87bec3daa713ffe630
出典データセット
uspto-grants-2011_03
特許番号
US07897600B2

反応ノート

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