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Thiourea → n-[4-({2-[(3-Tert-butylphenyl)amino]-1-methyl-1h-benzimidazol-5-yl}oxy)pyridin-2-yl]-n'-(2-morpholin-4-ylethyl)urea

HRID 1963713
ノート
印刷プレビュー

反応式

HRID 1963713 の反応式
[N-]=[C:2]=S.[C:4]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)([CH3:7])([CH3:6])[CH3:5].[NH2:14][C:15]1[CH:16]=[C:17]([CH:37]=[CH:38][C:39]=1NC)[O:18][C:19]1[CH:24]=[CH:23][N:22]=[C:21]([NH:25][C:26]([NH:28][CH2:29][CH2:30][N:31]2[CH2:36][CH2:35][O:34][CH2:33][CH2:32]2)=[O:27])[CH:20]=1.[NH2:42][C:43]([NH2:45])=S>CO>[C:4]([C:8]1[CH:13]=[C:12]([NH:42][C:43]2[N:45]([CH3:2])[C:39]3[CH:38]=[CH:37][C:17]([O:18][C:19]4[CH:24]=[CH:23][N:22]=[C:21]([NH:25][C:26]([NH:28][CH2:29][CH2:30][N:31]5[CH2:32][CH2:33][O:34][CH2:35][CH2:36]5)=[O:27])[CH:20]=4)=[CH:16][C:15]=3[N:14]=2)[CH:11]=[CH:10][CH:9]=1)([CH3:7])([CH3:6])[CH3:5]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 2723790ThioureaHCID 69006155n-{4-[3-Amino-4-(methylamino)phenoxy] (2-pyridyl)}[(2-morpholin-4-ylethyl)amino]carboxamideHCID 178440816HCID 178440816、化合物

生成物 1

HCID 59790199n-[4-({2-[(3-Tert-butylphenyl)amino]-1-methyl-1h-benzimidazol-5-yl}oxy)pyridin-2-yl]-n'-(2-morpholin-4-ylethyl)urea

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To 3-(tert-butyl)benzenisothiocyanate (1 eq) in methanol was added N-{4-[3-amino-4-(methylamino)phenoxy] (2-pyridyl)}[(2-morpholin-4-ylethyl)amino]carboxamide (1 eq) and the resulting mixture was stirred at ambient temperature for 16 h. LC MS showed formation of corresponding thiourea. To this was added anhydrous ferric chloride (1.5 eq) and stirred for 3 h. The reaction mixture was then concentrated to half its volume and brought to neutral pH with 1N sodium hydroxide. It was then extracted with ethyl acetate and the organic layer was washed with brine and dried with sodium sulfate. The crude material was then purified on preparative chromatography to yield N-[4-({2-[(3-tert-butylphenyl)amino]-1-methyl-1H-benzimidazol-5-yl}oxy)pyridin-2-yl]-N′-(2-morpholin-4-ylethyl)urea. MS: MH+=544.

後処理

  1. stirringstirred for 3 h
  2. concentrationThe reaction mixture was then concentrated to half its volume
  3. extractionIt was then extracted with ethyl acetate
  4. washthe organic layer was washed with brine
  5. dry with materialdried with sodium sulfate
  6. customThe crude material was then purified on preparative chromatography

出典と根拠

ORDレコード
ord-9f0ea661367d4946875285155f636d03
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08415382B2

反応ノート

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