Hydrochloric Acid → [4-(5-Piperazin-4-yl-thiophen-2-yl)-pyrimidin-2-yl]-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine

HRID 1434950ノート

反応式

HRID 1434950 の反応式
C(OC([N:6]1[CH2:11][CH2:10][N:9]([C:12]2[S:13][C:14]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([NH:23][CH:24]4[CH2:29][C:28]([CH3:31])([CH3:30])[NH:27][C:26]([CH3:33])([CH3:32])[CH2:25]4)[N:18]=3)=[CH:15][CH:16]=2)[CH2:8][CH2:7]1)=O)C.[Si](I)(C)(C)C.Cl.[OH-].[Na+]>C(Cl)(Cl)Cl.C(O)CC>[NH:6]1[CH2:7][CH2:8][N:9]([C:12]2[S:13][C:14]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([NH:23][CH:24]4[CH2:29][C:28]([CH3:31])([CH3:30])[NH:27][C:26]([CH3:33])([CH3:32])[CH2:25]4)[N:18]=3)=[CH:15][CH:16]=2)[CH2:10][CH2:11]1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 85247Trimethylsilyl iodideHCID 113748694-{5-[2-(2,2,6,6-Tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-thiophen-2-yl}-piperazine-1-carboxylic acid ethyl ester

生成物 1

HCID 11440985[4-(5-Piperazin-4-yl-thiophen-2-yl)-pyrimidin-2-yl]-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine

試薬・触媒・溶媒 2

HCID 10311-Propanol溶媒HCID 6212Chloroform溶媒

実験手順

4-{5-[2-(2,2,6,6-Tetramethyl-piperidin-4-ylamino)-pyrimidin-4-yl]-thiophen-2-yl}-piperazine-1-carboxylic acid ethyl ester (120 mg, 0.25 mmol) in chloroform (5 ml) was treated with Me3SiI (0.34 ml, 2.5 mmol) at 60° C. for 4 hours. 6N-HCl in propanol (5 ml) was added and stirred for 30 minutes at room temperature. The reaction mixture was poured on 2N-NaOH and extracted 5 times with EtOAc. The combined organic phases were dried over sodium sulfate, filtered, and purified via chromatography on silicagel (TBME/MeOH/ammonia:95/4.5/0/5 to 80/18/2) to give the title compound as yellow crystals. Yield: 20 mg (20%).

後処理

  1. extractionextracted 5 times with EtOAc
  2. dry with materialThe combined organic phases were dried over sodium sulfate
  3. filtrationfiltered
  4. custompurified via chromatography on silicagel (TBME/MeOH/ammonia:95/4.5/0/5 to 80/18/2)

出典と根拠

ORDレコード
ord-951d40e22ded46fa872b76a2e3f08aac
出典データセット
uspto-grants-2009_11
特許番号
US07615562B2

反応ノート

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