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Triethylamine → Pyrimidine-5-carboxylic acid{1-[2-chloro-4-(2-chloro-4-hydroxy-phenoxy)-benzylcarbamoyl]-cyclopropyl}-amide

HRID 1406357
ノート
印刷プレビュー

反応式

HRID 1406357 の反応式
C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[N:30]1[CH:35]=[C:34]([C:36]([NH:38][C:39]2([C:42]([OH:44])=O)[CH2:41][CH2:40]2)=[O:37])[CH:33]=[N:32][CH:31]=1.FC(F)(F)C(O)=O.[NH2:52][CH2:53][C:54]1[CH:68]=[CH:67][C:57]([O:58][C:59]2[CH:64]=[CH:63][C:62]([OH:65])=[CH:61][C:60]=2[Cl:66])=[CH:56][C:55]=1[Cl:69]>CN(C=O)C.C1COCC1>[Cl:69][C:55]1[CH:56]=[C:57]([O:58][C:59]2[CH:64]=[CH:63][C:62]([OH:65])=[CH:61][C:60]=2[Cl:66])[CH:67]=[CH:68][C:54]=1[CH2:53][NH:52][C:42]([C:39]1([NH:38][C:36]([C:34]2[CH:33]=[N:32][CH:31]=[N:30][CH:35]=2)=[O:37])[CH2:40][CH2:41]1)=[O:44]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 594962911-[(Pyrimidine-5-carbonyl)-amino]cyclopropanecarboxylic acidHCID 674439814-(4-Aminomethyl-3-chloro-phenoxy)-3-chloro-phenol-trifluoroacetic acid salt

生成物 1

HCID 58487868Pyrimidine-5-carboxylic acid{1-[2-chloro-4-(2-chloro-4-hydroxy-phenoxy)-benzylcarbamoyl]-cyclopropyl}-amide

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

269 μl (1.93 mmol) of triethylamine and 166 mg (0.52 mmol) of TBTU were added to a solution of 100 mg (0.48 mmol) of 1-[(pyrimidin-5-carbonyl)-amino]-cyclopropanecarboxylic acid (from 1b) in 5 mL DMF and the mixture was stirred for 10 min at RT. Then 147 mg (0.37 mmol) of 4-(4-aminomethyl-3-chloro-phenoxy)-3-chloro-phenol-trifluoroacetic acid salt dissolved in 30 mL THF was added. The reaction mixture was stirred for 2 h at RT and evaporated to dryness. The residue was purified by chromatography (reversed phase).

後処理

  1. additionwas added
  2. stirringThe reaction mixture was stirred for 2 h at RT
  3. customevaporated to dryness
  4. customThe residue was purified by chromatography (reversed phase)

出典と根拠

ORDレコード
ord-93f1df97a2bb4337aa097aeafad68726
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08916589B2

反応ノート

読み込み中…

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