Triethylamine → HCID 178429440, 화합물

HRID 629985노트

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HRID 629985 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[C:20]([Cl:26])=[C:21]([OH:25])[CH:22]=[CH:23][CH:24]=1>C(O)C>[Cl:26][C:20]1[C:21]([OH:25])=[CH:22][CH:23]=[CH:24][C:19]=1[CH2:18][S:8][C:6]1[N:5]=[C:4]([OH:9])[CH:3]=[C:2]([CH3:1])[N:7]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 59589404HCID 59589404, 화합물HCID 178429541HCID 178429541, 화합물

생성물 1

HCID 178429440HCID 178429440, 화합물수율 37%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

6-methyl-2-sulfanylpyrimidin-4-ol (152 mg, 1.1 mmol) was dissolved in absolute ethanol (8 mL), then triethylamine (140 μL, 1.0 mmol) and 3-(bromomethyl)-2-chlorophenol (200 mg, 0.9 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 dissolved in DCM and purified on silica gel using 10% DCM/MeOH to afford 2-{[(2-chloro-3-hydroxyphenyl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (87 mg, 37% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.22 (s, 3H), 4.11 (bs, 1H), 4.44 (s, 2H), 5.99 (bs, 1H), 6.88-6.91 (m, 1H), 7.01-7.10 (m, 2H), 10.24 (bs, 1H); LRMS (ES+) m/z 283 (100%, M+1), 285 (50%, M+3).

후처리

  1. customThe solid was removed by filtration
  2. customthe filtrate was evaporated
  3. dissolutionThe residue was dissolved in DCM
  4. custompurified on silica gel using 10% DCM/MeOH

출처 및 근거

ORD 기록
ord-e109d4f8878b434caef757d397ec9da4
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315521B2

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