Sodium Hydroxide → 1-(cyclohexyl)methyl-3-[2-(hydroxymethyl)thiazol-4-yl]7-methoxy-1H-indole

HRID 644052ノート

反応式

HRID 644052 の反応式
[CH:1]1([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][C:15]=3[O:17][CH3:18])[C:10]([C:19]3[N:20]=[C:21]([CH2:24][O:25]C(C(C)(C)C)=O)[S:22][CH:23]=3)=[CH:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+]>CO>[CH:1]1([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][C:15]=3[O:17][CH3:18])[C:10]([C:19]3[N:20]=[C:21]([CH2:24][OH:25])[S:22][CH:23]=3)=[CH:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 686987601-(cyclohexyl)methyl-7-methoxy-3-{2-[(tertbutylcarbonyloxy)methyl]thiazol-4-yl}-1H-indole

生成物 1

HCID 686938831-(cyclohexyl)methyl-3-[2-(hydroxymethyl)thiazol-4-yl]7-methoxy-1H-indole収率 73.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1-(cyclohexyl)methyl-7-methoxy-3-{2-[(tertbutylcarbonyloxy)methyl]thiazol-4-yl}-1H-indole (0.92 g, 2.10 mmol) was dissolved in methanol (20 ml) and 4N sodium hydroxide (5 ml) added. The solution was stirred at room temperature for 2 h. The reaction mixture was concentrated in vacuo and the residue taken up in dichloromethane. Water (10 ml) was added and the organic layer separated. The aqueous layer was extracted with dichloromethane and the combined organic layers concentrated in vacuo to yield 1-(cyclohexyl)methyl-3-[2-(hydroxymethyl)thiazol-4-yl]-7-methoxy-1H-indole as a pale orange foam (0.55 g).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionWater (10 ml) was added
  3. customthe organic layer separated
  4. extractionThe aqueous layer was extracted with dichloromethane
  5. concentrationthe combined organic layers concentrated in vacuo

出典と根拠

ORDレコード
ord-5c7e4137a8274a63a670e0f9c3b34444
出典データセット
uspto-grants-2010_04
特許番号
US07700634B2

反応ノート

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