Triethylamine → HCID 178429469, 화합물

HRID 630014노트

반응식

HRID 630014 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[CH:24]=[CH:23][N:22]=[CH:21][C:20]=1[F:25]>C(O)C>[F:25][C:20]1[CH:21]=[N: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 574754504-(Bromomethyl)-3-fluoropyridineHCID 178429541HCID 178429541, 화합물

생성물 1

HCID 178429469HCID 178429469, 화합물수율 7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

6-methyl-2-sulfanylpyrimidin-4-ol (152 mg, 1.1 mmol) was dissolved in absolute ethanol (20 mL), then triethylamine (200 pt, 1.4 mmol) and 4-(bromomethyl)-3-fluoropyridine (260 mg, 1.4 mmol) were added. The mixture was stirred over the weekend at room temperature. The solid was removed by filtration and washed with methanol. The filtrate was evaporated, and the residue was triturated in methanol, filtered, washed with water and diethyl ether, and then dried in vacuo to afford to 2-{[(3-fluoropyridin-4-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (14 mg, 7% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.18 (s, 3H), 4.41 (s, 2H), 6.00 (bs, 1H), 7.58 (t, J=5.7 Hz, 1H), 8.37 (dd, J=0.8 Hz, J=4.9 Hz, 1H), 8.53 (d, J=1.8 Hz, 1H); LRMS (ES+) m/z 252 (100%, M+1).

후처리

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

출처 및 근거

ORD 기록
ord-317d7545ccbc441b8f0a9686db2cb554
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315521B2

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