Ethylene Glycol → 2-Phenyl-ethenesulfonic acid [5-(4-chloro-phenyl)-6-(2-hydroxy-ethoxy)-pyrimidin-4-yl]-amide

HRID 965626노트

반응식

HRID 965626 반응식
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][S:9]([CH:12]=[CH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:11])=[O:10])[C:3]=1[C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=1.[CH2:27]([OH:30])[CH2:28][OH:29]>>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([C:3]2[C:4]([NH:8][S:9]([CH:12]=[CH:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)(=[O:11])=[O:10])=[N:5][CH:6]=[N:7][C:2]=2[O:29][CH2:28][CH2:27][OH:30])=[CH:21][CH:22]=1

참가 물질

3

반응물 2

HCID 174Ethylene GlycolHCID 740472202-Phenyl-ethenesulfonic acid [6-chloro-5-(4-chloro-phenyl)-pyrimidin-4-yl]-amide

생성물 1

HCID 740472012-Phenyl-ethenesulfonic acid [5-(4-chloro-phenyl)-6-(2-hydroxy-ethoxy)-pyrimidin-4-yl]-amide

반응 조건

온도
110 °C

실험 절차

6.20 g of 2-phenyl-ethenesulfonic acid [6-chloro-5-(4-chloro-phenyl)-pyrimidin-4-yl]-amide was added to a solution of 7.65 g of potassium-tert.-butylate in 100 ml of ethylene glycol. The resulting solution was heated to 110° C. and stirred for 17 h. The ethylene glycol was evaporated under high vacuum and the remaining residue was treated with 250 ml of cold water. The suspension was acidified by adding 10 g of citric acid monohydrate and stirred at 0° C. for 15 min. The precipitate was collected, washed with water and dried to give 6.71 g of 2-phenyl-ethenesulfonic acid [5-(4-chloro-phenyl)-6-(2-hydroxy-ethoxy)-pyrimidin-4-yl]-amide as a white powder. LC-MS: tR=4.55 min, [M+H]+=432.00 (ES+), [M−H]−=429.98 (ES−).

후처리

  1. customThe ethylene glycol was evaporated under high vacuum
  2. additionthe remaining residue was treated with 250 ml of cold water
  3. additionby adding 10 g of citric acid monohydrate
  4. stirringstirred at 0° C. for 15 min
  5. customThe precipitate was collected
  6. washwashed with water
  7. customdried

출처 및 근거

ORD 기록
ord-017c40dfc84e411da52b501b5cdef586
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06951856B2

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