Chloroacetaldehyde → 4-[3-(5-Phenyl-imidazo[1,2-a]quinolin-8-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-ol

HRID 2075665ノート

反応式

HRID 2075665 の反応式
[NH2:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][C:6]([S:18][C:19]3[CH:20]=[C:21]([C:25]4(C#N)[CH2:30][CH2:29][O:28][CH2:27][CH2:26]4)[CH:22]=[CH:23][CH:24]=3)=[CH:7][CH:8]=2)[N:3]=1.Cl[CH2:34][CH:35]=O.[O:37]1CCOCC1>O.C([O-])(O)=O.[Na+]>[C:12]1([C:10]2[C:9]3[C:4](=[CH:5][C:6]([S:18][C:19]4[CH:20]=[C:21]([C:25]5([OH:37])[CH2:30][CH2:29][O:28][CH2:27][CH2:26]5)[CH:22]=[CH:23][CH:24]=4)=[CH:7][CH:8]=3)[N:3]3[CH:34]=[CH:35][N:1]=[C:2]3[CH:11]=2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

参加物

6

反応物 3

HCID 33ChloroacetaldehydeHCID 312751,4-DioxaneHCID 670910914-[3-(2-Amino-4-phenyl-quinolin-7-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-carbonitrile

生成物 1

HCID 248757664-[3-(5-Phenyl-imidazo[1,2-a]quinolin-8-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-ol

試薬・触媒・溶媒 2

HCID 516892Sodium Bicarbonate触媒HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

To 1t (78 mg, 0.18 mmol) in 1,4-dioxane (3 mL) and water (1 mL) was added chloroacetaldehyde (50 wt %, 0.04 mL, 0.27 mmol) and saturated aqueous NaHCO3 (2 drops), and the reaction was heated to 70° C. until no starting material was seen by tlc analysis. The mixture was concentrated and purified by preparative HPLC to give the desired product, 1u.

後処理

  1. concentrationThe mixture was concentrated
  2. custompurified by preparative HPLC

出典と根拠

ORDレコード
ord-9cedc9dd10ab4bbcbe56d69391f3d249
出典データセット
uspto-grants-2011_04
特許番号
US07919621B2

反応ノート

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