Triethylamine → HCID 86723309、化合物

HRID 2366218

反応式

HRID 2366218 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 86723309HCID 86723309、化合物収率 54%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-5332521f85cb41eaaf7bc9d0707d3299
出典データセット
uspto-grants-2014_04
特許番号
US08697708B2

関連ノート

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