Triethylamine → HCID 178429442, 화합물

HRID 630235노트

반응식

HRID 630235 반응식
Br[CH2:2][C:3]1[C:4]([C:9]([F:12])([F:11])[F:10])=[N:5][CH:6]=[CH:7][CH:8]=1.[CH3:13][C:14]1[N:19]=[C:18]([SH:20])[N:17]=[C:16]([OH:21])[CH:15]=1.C(N(CC)CC)C>C(O)C>[CH3:13][C:14]1[N:19]=[C:18]([S:20][CH2:2][C:3]2[C:4]([C:9]([F:12])([F:11])[F:10])=[N:5][CH:6]=[CH:7][CH:8]=2)[N:17]=[C:16]([OH:21])[CH:15]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 534172483-(BroMoMethyl)-2-(trifluoroMethyl)pyridineHCID 178429541HCID 178429541, 화합물

생성물 1

HCID 178429442HCID 178429442, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a mixture of crude 3-(bromomethyl)-2-(trifluoromethyl)pyridine (0.684 g, 2.84 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (0.242 g, 1.70 mmol) in anhydrous ethanol (100 mL) at 0° C. was added triethylamine (1.14 g, 1.57 mL, 11.36 mmol). The reaction mixture was allowed to stir at room temperature overnight. The solvent was evaporated, and ether was added to the precipitated triethylamine hydrobromide salt. The solid was filtered and washed with ether several times. The solvent was evaporated to provide a crude residue, which was purified by Combiflash using 0-10% MeOH:dichloromethane. 6-methyl-2-({[2-(trifluoromethyl)pyridin-3-yl]methyl}sulfanyl)pyrimidin-4-ol was obtained as a white solid (0.438 g, 51% yield); 1H NMR (400 MHz, DMSO-d6): δ 1.14 (t, 3H), 2.21 (s, 3H), 2.61 (q, 2H), 4.35 (s, 2H), 6.00 (bs, 1H), 7.69 (s, 1H), 8.31 (s, 1H), 8.45 (s, 1H); M+301.5.

후처리

  1. customThe solvent was evaporated
  2. additionether was added to the precipitated triethylamine hydrobromide salt
  3. filtrationThe solid was filtered
  4. washwashed with ether several times
  5. customThe solvent was evaporated
  6. customto provide a crude residue, which
  7. customwas purified by Combiflash

출처 및 근거

ORD 기록
ord-4e8a47f90ceb4b9dbf1ae23c544798bd
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315521B2

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