(4-Chlorophenyl)acetic acid → HCID 66571607、化合物

HRID 82082ノート

反応式

HRID 82082 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[CH:4][CH:3]=1.[NH2:12][C:13]1[N:14]=[CH:15][C:16]2[C:21]([C:22]([C:24]3[CH:25]=[N:26][CH:27]=[C:28]([NH2:30])[CH:29]=3)=[O:23])=[CH:20][N:19]([CH:31]([CH3:34])[CH2:32][OH:33])[C:17]=2[N:18]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(=O)(O)[O-].[Na+]>N1C=CC=CC=1>[NH2:12][C:13]1[N:14]=[CH:15][C:16]2[C:21]([C:22]([C:24]3[CH:29]=[C:28]([NH:30][C:9](=[O:11])[CH2:8][C:5]4[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=4)[CH:27]=[N:26][CH:25]=3)=[O:23])=[CH:20][N:19]([CH:31]([CH3:34])[CH2:32][OH:33])[C:17]=2[N:18]=1

参加物

6

反応物 4

HCID 15880(4-Chlorophenyl)acetic acidHCID 516892Sodium BicarbonateHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 70817362[2-amino-7-(2-hydroxy-1-methylethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl](5-aminopyridin-3-yl)methanone

生成物 1

HCID 66571607HCID 66571607、化合物収率 48%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

4-Chlorophenylacetic acid (25 mg, 0.14 mmol) was added to [2-amino-7-(2-hydroxy-1-methylethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl](5-aminopyridin-3-yl)methanone (50 mg, 0.16 mmol) (see Preparation 57) and HATU (91 mg, 0.24 mmol) in pyridine (2 mL). The mixture was stirred at room temperature for 16 hours. Saturated aqueous sodium bicarbonate (5 mL) was added then extracted with ethyl acetate (3×5 mL). The combined organic phases were washed with brine (5 mL) then dried over sodium sulfate and evaporated in vacuo. The residue was purified by preparative TLC (95:5 DCM:MeOH) to afford the title compound as a yellow solid in 48% yield, 32 mg.

後処理

  1. extractionthen extracted with ethyl acetate (3×5 mL)
  2. washThe combined organic phases were washed with brine (5 mL)
  3. dry with materialthen dried over sodium sulfate
  4. customevaporated in vacuo
  5. customThe residue was purified by preparative TLC (95:5 DCM:MeOH)

出典と根拠

ORDレコード
ord-9b2db479ee5344e5a584c992f90e9324
出典データセット
uspto-grants-2014_09
特許番号
US08846698B2

反応ノート

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