Triethylamine → HCID 178516147, 화합물

HRID 577255노트

반응식

HRID 577255 반응식
Br.Br[CH2:3][C:4]1[CH:9]=[CH:8][N:7]=[CH:6][C:5]=1[Cl:10].[SH:11][C:12]1[N:17]=[C:16]([OH:18])[CH:15]=[C:14]([C:19]([F:22])([F:21])[F:20])[N:13]=1.C(N(CC)CC)C>C(O)C>[Cl:10][C:5]1[CH:6]=[N:7][CH:8]=[CH:9][C:4]=1[CH2:3][S:11][C:12]1[N:17]=[C:16]([OH:18])[CH:15]=[C:14]([C:19]([F:22])([F:20])[F:21])[N:13]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 668153214-(Bromomethyl)-3-chloropyridine hydrobromideHCID 178516148HCID 178516148, 화합물

생성물 1

HCID 178516147HCID 178516147, 화합물수율 54.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a 0° C. mixture of 4-(bromomethyl)-3-chloropyridine hydrobromide (7.2 mmol) and 2-sulfanyl-6-(trifluoromethyl)pyrimidin-4-ol (922 mg, 4.7 mmol) in absolute ethanol (40 mL) was added triethylamine (4.0 mL, 28.7 mmol). The mixture was stirred at room temperature overnight. The solid material was removed by filtration. Diethyl ether (2×50 mL) was used to wash the recovered solid. The solid material was removed by filtration. The filtrate was evaporated to dryness and then co-evaporated with ethyl acetate (1×25 mL). The solid residue was treated with water (100 mL). The solid product was recovered by filtration, washed with water (2×30 mL), diethyl ether (1×30 mL), and hexanes (2×30 mL), and was dried in vacuo to afford 2-{[(3-chloropyridin-4-yl)methyl]sulfanyl}-6-(trifluoromethyl)pyrimidin-4-ol (822 mg, 54%); 1H NMR (500 MHz, DMSO-d6): δ 4.50 (s, 2H), 6.66 (s, 1H), 7.58 (d, 1H, J=4.9 Hz), 8.47 (d, 1H, J=4.9 Hz), 8.64 (s, 1H); M+ 322.

후처리

  1. customThe solid material was removed by filtration
  2. washto wash the recovered solid
  3. customThe solid material was removed by filtration
  4. customThe filtrate was evaporated to dryness
  5. additionThe solid residue was treated with water (100 mL)
  6. filtrationThe solid product was recovered by filtration
  7. washwashed with water (2×30 mL), diethyl ether (1×30 mL), and hexanes (2×30 mL)
  8. customwas dried in vacuo

출처 및 근거

ORD 기록
ord-654216eb63b34aeba5903561a74e99bd
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040538B2

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