Isopropyl isocyanate → HCID 58833663、化合物

HRID 2203555ノート

反応式

HRID 2203555 の反応式
[CH:1]([N:4]=[C:5]=[O:6])([CH3:3])[CH3:2].[NH2:7][C:8]1[C:17]2[N:18]=[C:19]([CH2:32][O:33][CH2:34][CH3:35])[N:20]([CH2:21][C:22]([NH:25][C:26]([NH:28][CH:29]([CH3:31])[CH3:30])=[O:27])([CH3:24])[CH3:23])[C:16]=2[C:15]2[CH:14]=[CH:13][C:12]([O:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][NH2:43])=[CH:11][C:10]=2[N:9]=1>ClCCl>[NH2:7][C:8]1[C:17]2[N:18]=[C:19]([CH2:32][O:33][CH2:34][CH3:35])[N:20]([CH2:21][C:22]([NH:25][C:26]([NH:28][CH:29]([CH3:31])[CH3:30])=[O:27])([CH3:23])[CH3:24])[C:16]=2[C:15]2[CH:14]=[CH:13][C:12]([O:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][NH:43][C:5]([NH:4][CH:1]([CH3:3])[CH3:2])=[O:6])=[CH:11][C:10]=2[N:9]=1

参加物

4

反応物 2

HCID 61277Isopropyl isocyanateHCID 69507030HCID 69507030、化合物

生成物 1

HCID 58833663HCID 58833663、化合物収率 32.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Isopropyl isocyanate (190 μL, 1.93 mmol) was added to a stirred solution of N-{2-[4-amino-7-[(6-aminohexyl)oxy]-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-1,1-dimethylethyl}-N′-isopropylurea (0.90 g, 1.75 mmol) in dichloromethane (50 mL) at 0° C. After approximately 30 minutes, the solution was allowed to warm to room temperature. A precipitate formed and the mixture was stirred over the weekend. The solvent was removed under reduced pressure and the crude product was purified by flash chromatography (silica gel, gradient elution with 8-10% methanol in dichloromethane) to provide a solid that was dried under vacuum at 60° C. to yield 0.34 g of N-(2-{4-amino-2-(ethoxymethyl)-7-[(6-{[(isopropylamino)carbonyl]amino}hexyl)oxy]-1H-imidazo[4,5-c]quinolin-1-yl}-1,1-dimethylethyl)-N′-isopropylurea as a tan solid, mp 205-209° C.

後処理

  1. customA precipitate formed
  2. customThe solvent was removed under reduced pressure
  3. customthe crude product was purified by flash chromatography (silica gel, gradient elution with 8-10% methanol in dichloromethane)
  4. customto provide a solid
  5. customthat was dried under vacuum at 60° C.

出典と根拠

ORDレコード
ord-ad985cb600db48648698f9fdc82b13d5
出典データセット
uspto-grants-2016_06
特許番号
US09365567B2

反応ノート

読み込み中…