Triethylamine → HCID 178429522, 화합물

HRID 630242노트

반응식

HRID 630242 반응식
[CH3:1][C:2]1[N:7]=[C:6]([SH:8])[N:5]=[C:4]([OH:9])[CH:3]=1.C(N(CC)CC)C.Br[CH2:18][C:19]1[N:24]=[CH:23][CH:22]=[CH:21][N:20]=1>C(O)C>[CH3:1][C:2]1[N:7]=[C:6]([S:8][CH2:18][C:19]2[N:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[N:5]=[C:4]([OH:9])[CH:3]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 220327572-(Bromomethyl)pyrimidineHCID 178429541HCID 178429541, 화합물

생성물 1

HCID 178429522HCID 178429522, 화합물수율 23%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

6-methyl-2-sulfanylpyrimidin-4-ol (867 mg, 6.1 mmol) was dissolved in absolute ethanol (130 mL), and then triethylamine (3.75 mL, 27.3 mmol) and 2-(bromomethyl)pyrimidine (1.57 g, 9.1 mmol) were added. The mixture was stirred overnight at room temperature. The solid was removed by filtration, and the filtrate was evaporated. The residue was triturated in water, filtered, and washed with water followed with diethyl ether. The solid was then dissolved in DCM and purified on silica gel using 10% DCM/MeOH to afford 6-methyl-2-[(pyrimidin-2-ylmethyl)sulfanyl]pyrimidin-4-ol (326 mg, 23% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.13 (s, 3H), 4.67 (s, 2H), 6.02 (bs, 1H), 7.42 (t, J=4.9 Hz, 1H), 8.78 (d, J=4.9 Hz, 2H); LRMS (ES+) m/z 235 (100%, M+1).

후처리

  1. customThe solid was removed by filtration
  2. customthe filtrate was evaporated
  3. customThe residue was triturated in water
  4. filtrationfiltered
  5. washwashed with water
  6. dissolutionThe solid was then dissolved in DCM
  7. custompurified on silica gel using 10% DCM/MeOH

출처 및 근거

ORD 기록
ord-de6bd36886e14dd590a388888e9487c9
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315521B2

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