Carbamic acid, 4-pyridinyl-, phenyl ester → 1-(4-((1-(4-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)benzyl)piperidin-4-yl)methyl)phenyl)-3-(pyridin-4-yl)urea

HRID 515281노트

반응식

HRID 515281 반응식
[N:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8](=[O:16])OC2C=CC=CC=2)=[CH:3][CH:2]=1.[NH2:17][C:18]1[CH:47]=[CH:46][C:21]([CH2:22][CH:23]2[CH2:28][CH2:27][N:26]([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([C:36]([OH:45])([C:41]([F:44])([F:43])[F:42])[C:37]([F:40])([F:39])[F:38])=[CH:32][CH:31]=3)[CH2:25][CH2:24]2)=[CH:20][CH:19]=1>O1CCOCC1>[F:40][C:37]([F:38])([F:39])[C:36]([C:33]1[CH:32]=[CH:31][C:30]([CH2:29][N:26]2[CH2:25][CH2:24][CH:23]([CH2:22][C:21]3[CH:20]=[CH:19][C:18]([NH:17][C:8]([NH:7][C:4]4[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=4)=[O:16])=[CH:47][CH:46]=3)[CH2:28][CH2:27]2)=[CH:35][CH:34]=1)([OH:45])[C:41]([F:44])([F:43])[F:42]

참가 물질

4

반응물 2

HCID 11401617Carbamic acid, 4-pyridinyl-, phenyl esterHCID 86670937HCID 86670937, 화합물

생성물 1

HCID 529190571-(4-((1-(4-(1,1,1,3,3,3-Hexafluoro-2-hydroxypropan-2-yl)benzyl)piperidin-4-yl)methyl)phenyl)-3-(pyridin-4-yl)urea수율 26.5%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
130 °C

실험 절차

Phenyl pyridin-4-ylcarbamate (1.680 mmol, 0.36 g) was added to a stirred solution of 2-(4-((4-(4-aminobenzyl)piperidin-1-yl)methyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (1.120 mmol, 0.5 g) in dioxane (20 mL) and the mixture heated in a microwave for 10 minutes at 130° C. followed by 5 minutes at 130° C. The mixture was washed with water (10 mL) and the organic phase dried over magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by HPLC and concentrated under reduced pressure to afford the title compound (168 mg). MS (ESI) m/z 567.5 [M+H]+

후처리

  1. washThe mixture was washed with water (10 mL)
  2. dry with materialthe organic phase dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by HPLC
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-dd75a4cf19ab4696ae56c897acbe1636
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108939B2

반응 노트

불러오는 중…