Triethylamine → HCID 178429519, 화합물

HRID 630035

반응식

HRID 630035 반응식
Br.Br[CH2:3][C:4]1[N:8]([CH3:9])[C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=2[N:5]=1.[CH3:14][C:15]1[N:20]=[C:19]([SH:21])[N:18]=[C:17]([OH:22])[CH:16]=1.C(N(CC)CC)C>C(O)C>[CH3:14][C:15]1[N:20]=[C:19]([S:21][CH2:3][C:4]2[N:8]([CH3:9])[C:7]3[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=3[N:5]=2)[N:18]=[C:17]([OH:22])[CH:16]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 242294512-(Bromomethyl)-1-methyl-1H-benzimidazole hydrobromideHCID 178429541HCID 178429541, 화합물

생성물 1

HCID 178429519HCID 178429519, 화합물수율 90%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2-(bromomethyl)-1-methyl-benzimidazole hydrobromide (6.8 mmol), 6-methyl-2-sulfanylpyrimidin-4-ol (740 mg, 5.2 mmol), and triethylamine (4 mL, 28.7 mmol) in absolute ethanol (30 mL) was stirred at room temperature overnight. The mixture was recovered, evaporated, and then co-evaporated with EtOAc (20 mL). The solid residue was treated with water (200 mL). The solid product was recovered by filtration, washed with water (2×20 mL), diethyl ether (2×20 mL), and hexanes (2×20 mL), and then dried in vacuo, affording 6-methyl-2-{[(1-methyl-1H-benzimidazol-2-yl)methyl]sulfanyl}pyrimidin-4-ol (1.3 g, 90% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.18 (s, 3H), 3.83 (s, 3H), 4.70 (s, 2H), 6.02 (s, 1H), 7.19 (m, 2H), 7.53 (m, 2H); M+287. The product was used without further purification.

후처리

  1. customThe mixture was recovered
  2. customevaporated
  3. additionThe solid residue was treated with water (200 mL)
  4. filtrationThe solid product was recovered by filtration
  5. washwashed with water (2×20 mL), diethyl ether (2×20 mL), and hexanes (2×20 mL)
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-ec636c2586ba4316b0e025f379a5eae4
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315521B2

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