Trifluoroacetic acid → 1-(2-(2-(5-Chloro-2-((1-(piperidin-4-yl)-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide

HRID 592392노트

반응식

HRID 592392 반응식
C(O)(C(F)(F)F)=O.[C:8]([C:11]1([C:14]2[CH:47]=[CH:46][CH:45]=[CH:44][C:15]=2[CH2:16][CH2:17][C:18]2[C:23]([Cl:24])=[CH:22][N:21]=[C:20]([NH:25][C:26]3[CH:27]=[N:28][N:29]([CH:31]4[CH2:36][CH2:35][N:34](C(OC(C)(C)C)=O)[CH2:33][CH2:32]4)[CH:30]=3)[N:19]=2)[CH2:13][CH2:12]1)(=[O:10])[NH2:9]>C(Cl)Cl>[Cl:24][C:23]1[C:18]([CH2:17][CH2:16][C:15]2[CH:44]=[CH:45][CH:46]=[CH:47][C:14]=2[C:11]2([C:8]([NH2:9])=[O:10])[CH2:13][CH2:12]2)=[N:19][C:20]([NH:25][C:26]2[CH:27]=[N:28][N:29]([CH:31]3[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]3)[CH:30]=2)=[N:21][CH:22]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 86712301tert-Butyl 4-(4-((4-(2-(1-carbamoylcyclopropyl)phenethyl)-5-chloropyrimidin-2-yl)amino)-1H-pyrazol-1-yl)piperidine-1-carboxylate

생성물 1

HCID 732967121-(2-(2-(5-Chloro-2-((1-(piperidin-4-yl)-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide수율 21%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

TFA (1 mL) was added to a solution of tert-butyl 4-(4-((4-(2-(1-carbamoylcyclopropyl)phenethyl)-5-chloropyrimidin-2-yl)amino)-1H-pyrazol-1-yl)piperidine-1-carboxylate A20 (0.021 g, 0.037 mmol) in DCM (5 mL) and the mixture was stirred for 16 hours. The volatiles were removed in vacuo and the resultant residue loaded onto a SCX cartridge (5 g). The cartridge was washed with MeOH (100 mL) and then with 5% NH4OH in MeOH (100 mL). The basic fractions were combined, the solvent was removed in vacuo and the resultant residue purified by prep-LCMS to give the title compound 17 as a yellow solid (3.6 mg, 21%). LCMS-B: rt 4.711 min; m/z 466.2 [M+H]+.

후처리

  1. customThe volatiles were removed in vacuo
  2. washThe cartridge was washed with MeOH (100 mL)
  3. customthe solvent was removed in vacuo
  4. customthe resultant residue purified by prep-LCMS

출처 및 근거

ORD 기록
ord-91cf6715484d4f1a84ead442c674d9b0
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238644B2

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