Triethylamine → HCID 86723309, 화합물

HRID 2366218노트

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HRID 2366218 반응식
[Cl:1][C:2]1[C:7]([F:8])=[C:6]([NH2:9])[CH:5]=[CH:4][N:3]=1.[Cl:10][C:11]1[CH:19]=[C:18]([I:20])[CH:17]=[C:16]([Cl:21])[C:12]=1[C:13](Cl)=[O:14].C(N(CC)CC)C>O1CCOCC1>[Cl:10][C:11]1[CH:19]=[C:18]([I:20])[CH:17]=[C:16]([Cl:21])[C:12]=1[C:13]([NH:9][C:6]1[CH:5]=[CH:4][N:3]=[C:2]([Cl:1])[C:7]=1[F:8])=[O:14]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 601502892-Chloro-3-fluoropyridin-4-amineHCID 866489582,6-Dichloro-4-iodobenzoyl chloride

생성물 1

HCID 86723309HCID 86723309, 화합물수율 54%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
100 °C

실험 절차

A mixture of 2-chloro-3-fluoropyridin-4-ylamine (1.73 g, 11.8 mmol), 2,6-dichloro-4-iodobenzoyl chloride (5.90 g, 17.65 mmol) and triethylamine (3.1 mL, 22.4 mmol) in dioxane (35 mL) was heated to 100° C. for 18 hours. The reaction mixture was partitioned between EtOAc and water. The organic layer washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The resultant residue was triturated with diethyl ether and dried under reduced pressure to give the desired compound as a pink solid (2.83 g, 54% yield). 1H NMR (300 MHz, CDCl3): δ 8.49-8.43 (m, 1H), 8.22 (d, J=5.5 Hz, 1H), 7.82-7.73 (m, 2H).

후처리

  1. customThe reaction mixture was partitioned between EtOAc and water
  2. washThe organic layer washed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. customThe resultant residue was triturated with diethyl ether
  6. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-5332521f85cb41eaaf7bc9d0707d3299
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697708B2

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