Hydrochloric Acid → HCID 86679503, 화합물

HRID 1776598노트

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HRID 1776598 반응식
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9]C)=[O:8])=[CH:5][C:4]=1[N:13]([CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1)[S:14]([CH3:17])(=[O:16])=[O:15].Cl>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[N:13]([CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1)[S:14]([CH3:17])(=[O:16])=[O:15]

참가 물질

4

반응물 2

HCID 313Hydrochloric Acid2회HCID 86679549HCID 86679549, 화합물

생성물 1

HCID 86679503HCID 86679503, 화합물수율 91.4%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
100 °C

실험 절차

To a solution of methyl 4-methoxy-3-(N-(2-morpholinoethyl)-methylsulfonamido)benzoate (0.902 g, theoric 2.314 mmol) in dioxane (23 ml), HCl 6N (4.63 ml, 27.8 mmol) was added, and the mixture was heated to 100° C. Additional HCl 6N (3.47 ml, 20.83 mmol) was added in two portion over 24 hours with stirring at the same temperature. The volatiles were removed under vacuum and the residue was dissolved in water (20 ml) and basified with NaHCO3 sat sol. (pH 7-8). The aqueous phase was washed with EtOAc and evaporated to dryness. The residue was purified by flash chromatography on silica gel column (DCM:MeOH=9:1 to 7:3) affording 4-methoxy-3-(N-(2-morpholinoethyl)methylsulfonamido)benzoic acid (0.758 g, 2.115 mmol, 91% yield over two steps, MS/ESI+ 358.9 [MH]+).

후처리

  1. customThe volatiles were removed under vacuum
  2. dissolutionthe residue was dissolved in water (20 ml)
  3. washThe aqueous phase was washed with EtOAc
  4. customevaporated to dryness
  5. customThe residue was purified by flash chromatography on silica gel column (DCM:MeOH=9:1 to 7:3)

출처 및 근거

ORD 기록
ord-8bbc5e832bec4d23ba2a576a04cd3731
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09265768B2

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