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Triethylamine → Pyrimidine-5-carboxylic acid(1-{1-[4-(4-difluoromethoxy-phenoxy)-phenyl]-ethylcarbamoyl}-cyclopropyl)-amide

HRID 1406367
ノート
印刷プレビュー

反応式

HRID 1406367 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.[F:45][CH:46]([F:64])[O:47][C:48]1[CH:63]=[CH:62][C:51]([O:52][C:53]2[CH:58]=[CH:57][C:56]([CH:59]([NH2:61])[CH3:60])=[CH:55][CH:54]=2)=[CH:50][CH:49]=1>CN(C=O)C>[F:45][CH:46]([F:64])[O:47][C:48]1[CH:63]=[CH:62][C:51]([O:52][C:53]2[CH:58]=[CH:57][C:56]([CH:59]([NH:61][C:42]([C:39]3([NH:38][C:36]([C:34]4[CH:33]=[N:32][CH:31]=[N:30][CH:35]=4)=[O:37])[CH2:40][CH2:41]3)=[O:44])[CH3:60])=[CH:55][CH:54]=2)=[CH:50][CH:49]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 584879101-[4-(4-Difluoromethoxy-phenoxy)-phenyl]-ethylamineHCID 594962911-[(Pyrimidine-5-carbonyl)-amino]cyclopropanecarboxylic acid

生成物 1

HCID 58487824Pyrimidine-5-carboxylic acid(1-{1-[4-(4-difluoromethoxy-phenoxy)-phenyl]-ethylcarbamoyl}-cyclopropyl)-amide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

376 μL (2.70 mmol) of triethylamine and 0.52 g (1.62 mmol) of TBTU were added to a solution of 0.28 g (1.35 mmol) of 1-[(pyrimidin-5-carbonyl)-amino]-cyclo-propanecarboxylic acid (from 1b) in 5 mL DMF and the mixture was stirred for 5 min at RT. Then 0.42 g (1.50 mmol) of 1-[4-(4-difluoromethoxy-phenoxy)-phenyl]-ethylamine was added and the mixture was stirred for 30 min at ambient temperature. The reaction mixture was purified by chromatography (reversed phase). The acetonitrile was distilled off, the aqueous phase was made basic with ammonia and extracted with dichloromethane. The organic phase was dried and evaporated down.

後処理

  1. stirringthe mixture was stirred for 30 min at ambient temperature
  2. customThe reaction mixture was purified by chromatography (reversed phase)
  3. distillationThe acetonitrile was distilled off
  4. extractionextracted with dichloromethane
  5. customThe organic phase was dried
  6. customevaporated down

出典と根拠

ORDレコード
ord-1b7f1da8d8be4e94af0db65b7be0cebc
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

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