Chloromethyl Methyl Ether → HCID 11305377、化合物

HRID 1244321ノート

反応式

HRID 1244321 の反応式
[Cl:1][C:2]1[N:7]=[C:6]2[NH:8][C:9]([C:11]3[S:12][C:13]4[C:19]([N:20]5[CH2:25][CH2:24][O:23][CH2:22][CH2:21]5)=[CH:18][CH:17]=[C:16]([O:26][CH3:27])[C:14]=4[N:15]=3)=[N:10][C:5]2=[CH:4][CH:3]=1.[H-].[Na+].[CH2:30](Cl)[O:31][CH3:32]>CN(C=O)C.[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:1][C:2]1[N:7]=[C:6]2[N:8]([CH2:30][O:31][CH3:32])[C:9]([C:11]3[S:12][C:13]4[C:19]([N:20]5[CH2:25][CH2:24][O:23][CH2:22][CH2:21]5)=[CH:18][CH:17]=[C:16]([O:26][CH3:27])[C:14]=4[N:15]=3)=[N:10][C:5]2=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 7864Chloromethyl Methyl EtherHCID 24758Sodium hydrideHCID 178491999HCID 178491999、化合物

生成物 1

HCID 11305377HCID 11305377、化合物収率 87.9%

試薬・触媒・溶媒 2

HCID 67553Tetrabutylammonium Iodide触媒HCID 6228Dimethylformamide溶媒

実験手順

0.3 g 5-Chloro-2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3H-imidazo[4,5-b]pyridine (0.74 mmol) was dissolved in dry DMF (10.0 ml) and treated with 0.033 g NaH (65% in oil, 0.9 mmol) at 0° C. After stirring at ambient temperature for 1 h, 68 μl MOMCl (0.9 mmol) and 0.011 g tetrabutyl ammonium iodide (0.03 mmol) were added and the reaction mixture was stirred for 16 h. The suspension was filtered and the residue triturated in ether. Upon drying in vacuo, one obtained 0.29 g of 5-chloro-3-methoxymethyl-2-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3H-imidazo[4,5-b]pyridine (87%) as a yellow solid; M.p.: 167–170° C.

後処理

  1. stirringthe reaction mixture was stirred for 16 h
  2. filtrationThe suspension was filtered
  3. customthe residue triturated in ether
  4. customUpon drying in vacuo, one

出典と根拠

ORDレコード
ord-b7f3b99b869548338d11160e0f640ab4
出典データセット
uspto-grants-2006_10
特許番号
US07122545B2

反応ノート

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