Isopropylamine → HCID 46932422、化合物

HRID 1192076

反応式

HRID 1192076 の反応式
Cl[Sb-](Cl)(Cl)(Cl)(Cl)Cl.ClOC(N(C)C)=[N+](C)C.[Cl:17][C:18]1[CH:19]=[N:20][CH:21]=[C:22]([Cl:36])[C:23]=1[S:24][C:25]1[S:29][C:28]([C:30]([OH:32])=O)=[CH:27][C:26]=1[N+:33]([O-:35])=[O:34].[CH:37]([NH2:40])([CH3:39])[CH3:38].C(N(CC)CC)C>ClCCl>[Cl:36][C:22]1[CH:21]=[N:20][CH:19]=[C:18]([Cl:17])[C:23]=1[S:24][C:25]1[S:29][C:28]([C:30]([NH:40][CH:37]([CH3:39])[CH3:38])=[O:32])=[CH:27][C:26]=1[N+:33]([O-:35])=[O:34]

参加物

6

反応物 4

HCID 6363IsopropylamineHCID 8471TriethylamineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acidHCID 86664723HCID 86664723、化合物

生成物 1

HCID 46932422HCID 46932422、化合物収率 57.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Chloro-1,1,3,3-tetramethyluronium hexachloroantimonate (47 mg, 0.1 mmol) was added to a suspension of 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylic acid (39 mg, 0.11 mmol) in dichloromethane (1 mL) and the mixture was stirred at ambient temperature for 10 min. A solution of isopropylamine (9 mg, 0.12 mmol) and triethylamine (12 mg, 0.12 mmol) in dichloromethane (0.5 mL) was added to the above mixture and was stirred at ambient temperature for over night. After passing through a ISOLUTE™ PE-AX cartridge to remove excess amines, the resulting mixture was concentrated and the residue was purified by reverse-phase HPLC to afford the title product as a white solid (25 mg, 49% yield). 1H NMR (300 MHz, d6-DMSO) δ: 9.0 (2H, s), 8.65 (1H, d), 8.50 (1H, s), 4.0 (1H, m), 1.25 (6H, d). MS m/z: 391.70, 393.80 [M+H]+.

後処理

  1. stirringwas stirred at ambient temperature for over night
  2. customto remove excess amines
  3. concentrationthe resulting mixture was concentrated
  4. customthe residue was purified by reverse-phase HPLC

出典と根拠

ORDレコード
ord-0c7ac7762bf64e229dcb91c43cb02e4a
出典データセット
uspto-grants-2014_03
特許番号
US08680139B2

関連ノート

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