(4-Chlorophenyl)acetic acid → HCID 66571607, 화합물

HRID 82082노트

반응식

HRID 82082 반응식
[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

참가 물질

6

반응물 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

생성물 1

HCID 66571607HCID 66571607, 화합물수율 48%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-9b2db479ee5344e5a584c992f90e9324
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846698B2

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