Thiophene → 1-[3-(3,4-Difluoro-phenylamino)-5-(2-methyl-pyridin-4-yl)-[1,2,4]triazol-1-yl]-hexan-2-ol

HRID 2092227노트

반응식

HRID 2092227 반응식
Cl[C:2]1[CH:7]=[C:6]([C:8]2[N:12]([CH2:13][C@@H:14]([OH:17])[CH2:15][CH3:16])[N:11]=[C:10]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[C:21]([F:26])[CH:20]=3)[N:9]=2)[CH:5]=[C:4]([CH3:27])[N:3]=1.[CH3:28][CH2:29]N(CC)CC.S1C=CC=C1>C1COCC1.[Pd]>[F:26][C:21]1[CH:20]=[C:19]([NH:18][C:10]2[N:9]=[C:8]([C:6]3[CH:7]=[CH:2][N:3]=[C:4]([CH3:27])[CH:5]=3)[N:12]([CH2:13][CH:14]([OH:17])[CH2:15][CH2:16][CH2:28][CH3:29])[N:11]=2)[CH:24]=[CH:23][C:22]=1[F:25]

참가 물질

6

반응물 3

HCID 8030ThiopheneHCID 8471TriethylamineHCID 86644737(S)-1-[5-(2-Chloro-6-methyl-pyridin-4-yl)-3-(3,4-difluoro-phenylamino)-[1,2,4]triazol-1-yl]-butan-2-ol

생성물 1

HCID 594558881-[3-(3,4-Difluoro-phenylamino)-5-(2-methyl-pyridin-4-yl)-[1,2,4]triazol-1-yl]-hexan-2-ol

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of intermediate, 1-[5-(2-chloro-6-methyl-pyridin-4-yl)-3-(3,4-difluoro-phenylamino)-[1,2,4]triazol-1-yl]-hexan-2-ol (prepared according to D4) (1.5 g; 3.5 mmol) and Et3N (2 ml) in THF (40 ml) was hydrogenated with Pd/C 10% (0.020 g) as a catalyst in the presence of thiophene solution (0.1 ml; 4% in DIPE). After uptake of H2 (1 equiv) had ceased, the catalyst was filtered off and the filtrate was evaporated in vacuo. The residue was suspended in DIPE and filtrated. The crystals were dried in a vacuum oven at 70° C. overnight.

후처리

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated in vacuo
  3. filtrationfiltrated
  4. customThe crystals were dried in a vacuum oven at 70° C. overnight

출처 및 근거

ORD 기록
ord-12adb2a7895f46cb9bb3ca04cbdcfd78
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08440701B2

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