Hydrochloric Acid → US9433622, Dmx-36

HRID 55864노트

반응식

HRID 55864 반응식
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[N:10][C:11]([N:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)=[C:12]([CH:15]=2)[C:13]#[N:14])[CH:5]=[CH:4][N:3]=1.[NH2:21][C:22]1[CH:23]=[N:24][N:25]([CH2:27][CH2:28][OH:29])[CH:26]=1.Cl>O1CCOCC1>[OH:29][CH2:28][CH2:27][N:25]1[CH:26]=[C:22]([NH:21][C:2]2[N:7]=[C:6]([C:8]3[CH:9]=[N:10][C:11]([N:16]4[CH2:20][CH2:19][CH2:18][CH2:17]4)=[C:12]([CH:15]=3)[C:13]#[N:14])[CH:5]=[CH:4][N:3]=2)[CH:23]=[N:24]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 284922672-(4-Amino-1H-pyrazol-1-yl)ethanolHCID 90357141HCID 90357141, 화합물

생성물 1

HCID 78322872US9433622, Dmx-36

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

반응 조건

온도
140 °C

실험 절차

5-(2-Chloro-pyrimidin-4-yl)-2-pyrrolidin-1-yl-nicotinonitrile (9) (31 mg, 0.108 mmol) and 2-(4-amino-pyrazol-1-yl)-ethanol (32 mg, 0.252 mmol) were dissolved in 1,4-dioxane (1 mL). 4N HCl in 1,4-dioxane (30 μL, 0.120 mmol) was added and the mixture was heated at 140° C. in the microwave (250 W, stirring) for 90 minutes. The solvent was evaporated in vacuo and the residue dissolved in DMSO (1 mL). The crude product was purified twice by reversed phase preparative LC-MS. Fractions containing desired product were combined and the solvents evaporated in vacuo. The title compound was obtained as a yellow solid (3.7 mg, 9%); LCMS, Rt=7.43 min (Method C), m/z 377 (MH+).

후처리

  1. customThe solvent was evaporated in vacuo
  2. dissolutionthe residue dissolved in DMSO (1 mL)
  3. customThe crude product was purified twice by reversed phase preparative LC-MS
  4. additionFractions containing desired product
  5. customthe solvents evaporated in vacuo

출처 및 근거

ORD 기록
ord-b9b79ddf853e4b708f731fbf8da6add9
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09433622B2

반응 노트

불러오는 중…