Hydrochloric Acid → HCID 178484140, 화합물

HRID 1159398노트

반응식

HRID 1159398 반응식
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

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 178484141HCID 178484141, 화합물

생성물 1

HCID 178484140HCID 178484140, 화합물수율 79%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-1db35eed8e5d4890a1857e122056d67d
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812040B2

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