Hydrochloric Acid → HCID 59828832、化合物

HRID 911366ノート

反応式

HRID 911366 の反応式
[CH3:1][C:2]1([C:7]2[CH:32]=[CH:31][C:10]([CH2:11][NH:12][C:13]3[C:23]4[CH2:22][CH2:21][N:20]([C:24](=[O:29])[C:25]([F:28])([F:27])[F:26])[CH2:19][CH2:18][C:17]=4[CH:16]=[CH:15][C:14]=3[Cl:30])=[CH:9][CH:8]=2)OCC[O:3]1.Cl>CO>[C:2]([C:7]1[CH:8]=[CH:9][C:10]([CH2:11][NH:12][C:13]2[C:23]3[CH2:22][CH2:21][N:20]([C:24](=[O:29])[C:25]([F:27])([F:28])[F:26])[CH2:19][CH2:18][C:17]=3[CH:16]=[CH:15][C:14]=2[Cl:30])=[CH:31][CH:32]=1)(=[O:3])[CH3:1]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 59828873HCID 59828873、化合物

生成物 1

HCID 59828832HCID 59828832、化合物収率 79%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Dissolve 6-{4-(2-methyl-[1,3]dioxolan-2-yl)benzylamino}-7-chloro-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (150 mg, 0.32 mmol) in methanol (5 mL) and add 1N aqueous HCl (1 mL). Stir the solution at ambient temperature for 2 h. Remove the solvent, dissolve the residue in DCM and wash with saturated aqueous NaHCO3. Dry the organic phase over Na2SO4, filter and concentrate. Purify by chromatography on silica gel eluting with hexane/EtOAc (1:0, 9:1, 17:3 and 4:1) to obtain 6-(4-acetyl-benzylamino)-7-chloro-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine as an oil (107 mg, 79%). GC-MS m/z/z 424 (M+).

後処理

  1. customRemove the solvent
  2. dissolutiondissolve the residue in DCM
  3. washwash with saturated aqueous NaHCO3
  4. dry with materialDry the organic phase over Na2SO4
  5. filtrationfilter
  6. concentrationconcentrate
  7. customPurify by chromatography on silica gel eluting with hexane/EtOAc (1:0, 9:1, 17:3 and 4:1)

出典と根拠

ORDレコード
ord-e677e2fcda29455cb114b361a732a963
出典データセット
uspto-grants-2011_09
特許番号
US08022062B2

反応ノート

読み込み中…