Triethylamine → HCID 178429460, 화합물

HRID 576940노트

반응식

HRID 576940 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:24]([Cl:25])=[CH:23][N:22]=[CH:21][C:20]=1[Cl:26]>C(O)C>[Cl:26][C:20]1[CH:21]=[N:22][CH:23]=[C:24]([Cl:25])[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 222277664-(Bromomethyl)-3,5-dichloropyridineHCID 178429541HCID 178429541, 화합물

생성물 1

HCID 178429460HCID 178429460, 화합물수율 20%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

6-methyl-2-sulfanylpyrimidin-4-ol (134 mg, 940 μmol) was dissolved in absolute ethanol (10 mL), then triethylamine (200 μL, 1.4 mmol) and 4-(bromomethyl)-3,5-dichloropyridine (250 mg, 1.0 mmol) were added. The mixture was stirred for 2 hours at room temperature. The solid was removed by filtration, and filtrate was evaporated. The residue was triturated in diethyl ether, filtered, washed with water plus diethyl ether, and then dried in vacuo to afford to 2-{[(3,5-dichloropyridin-4-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (56 mg, 20% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.23 (s, 3H), 4.69 (s, 2H), 6.10 (bs, 1H), 8.66 (s, 2H); LRMS (ES+) m/z 302 (100%, M+1), 304 (70%, M+3).

후처리

  1. customThe solid was removed by filtration, and filtrate
  2. customwas evaporated
  3. customThe residue was triturated in diethyl ether
  4. filtrationfiltered
  5. washwashed with water plus diethyl ether
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-c1855949d27f449cbb36a635a3601e2a
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040538B2

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