Hydrochloric Acid → HCID 178484140、化合物

HRID 1159398ノート

反応式

HRID 1159398 の反応式
Cl.[F:2][C:3]1[C:23]([CH2:24][N:25]2[CH2:29][CH2:28][CH2:27][CH2:26]2)=[CH:22][CH:21]=[CH:20][C:4]=1[O:5][C@H:6]1[CH2:9][C@H:8]([CH2:10][N:11](C)[C:12](=O)OC(C)(C)C)[CH2:7]1>O1CCOCC1>[F:2][C:3]1[C:23]([CH2:24][N:25]2[CH2:29][CH2:28][CH2:27][CH2:26]2)=[CH:22][CH:21]=[CH:20][C:4]=1[O:5][C@H:6]1[CH2:9][C@H:8]([CH2:10][NH:11][CH3:12])[CH2:7]1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 178484141HCID 178484141、化合物

生成物 1

HCID 178484140HCID 178484140、化合物収率 79%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

4M HCl in dioxane (6.05 ml) was added to a solution of example 390, tert-butyl ({trans-3-[2-fluoro-3-(pyrrolidin-1-ylmethyl)phenoxy]cyclobutyl}methyl)methylcarbamate (1.9 g, 4.84 mmol) in 2 ml of dioxane. The mixture was stirred for 20 h and evaporated to dryness. The residue was recrystallized from MeOH-Et2O. The crystals were separated by filtration and dryed, then CH2Cl2 (30 mL) and saturated 10N NaOH (pH 12) were added under stirring. The layers were separated; the water solution was extracted with CH2Cl2 (3×20 mL). The combined extracts were dried (Na2SO4) and evaporated; the residue was dried in vacuo to give the title compound (1.1 g, 79%) as a yellow oil. LC/MS data: 294.4, 293.4 (M+H) (calculated for C17H25FN2O 292.5). 1H NMR-data (DMSO-d6): 6.98-7.04 (m, 1H, Ar—H); 6.88-6.94 (m, 1H, Ar); 6.78-6.84 (m, 1H, Ar—H); 4.77-4.86 (m, 1H), 3.60 (s, 2H); 2.57 (d, 2H, J=7.4 Hz); 2.33-2.47 (m, 5H); 2.30 (s, 3H, NCH3); 2.20-2.28 (m, 4H); 1.64-1.73 (m, 4H).

後処理

  1. customevaporated to dryness
  2. customThe residue was recrystallized from MeOH-Et2O
  3. customThe crystals were separated by filtration
  4. additionCH2Cl2 (30 mL) and saturated 10N NaOH (pH 12) were added
  5. stirringunder stirring
  6. customThe layers were separated
  7. extractionthe water solution was extracted with CH2Cl2 (3×20 mL)
  8. dry with materialThe combined extracts were dried (Na2SO4)
  9. customevaporated
  10. customthe residue was dried in vacuo

出典と根拠

ORDレコード
ord-1db35eed8e5d4890a1857e122056d67d
出典データセット
uspto-grants-2010_10
特許番号
US07812040B2

反応ノート

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