Diisopropylethylamine → N-(5-tert-butyl-2-methylphenyl)-5-fluoro-2-[4-(1H-1,2,3-triazol-1-yl)piperidin-1-yl]pyrimidin-4-amine

HRID 888997노트

반응식

HRID 888997 반응식
[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH3:20])=[C:9]([NH:11][C:12]2[C:17]([F:18])=[CH:16][N:15]=[C:14](Cl)[N:13]=2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[N:21]1([CH:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[CH:25]=[CH:24][N:23]=[N:22]1.C(N(C(C)C)CC)(C)C>CC(O)C>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH3:20])=[C:9]([NH:11][C:12]2[C:17]([F:18])=[CH:16][N:15]=[C:14]([N:29]3[CH2:28][CH2:27][CH:26]([N:21]4[CH:25]=[CH:24][N:23]=[N:22]4)[CH2:31][CH2:30]3)[N:13]=2)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 190060194-(1H-1,2,3-Triazol-1-YL)piperidineHCID 59191944N-(5-tert-butyl-2-methylphenyl)-2-chloro-5-fluoropyrimidin-4-amine

생성물 1

HCID 59191957N-(5-tert-butyl-2-methylphenyl)-5-fluoro-2-[4-(1H-1,2,3-triazol-1-yl)piperidin-1-yl]pyrimidin-4-amine수율 34.3%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

A solution of the product of Step 1 (123 mg, 0.42 mmol), 4-(1H-1,2,3-triazol-1-yl)piperidine (94 mg, 0.50 mmol) and diisopropylethylamine (2 mL) was irradiated in 2-propanol (2 mL), in a microwave oven, at 150° C. for 2 h. The mixture was cooled and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel Biotage 40S, eluting with EtOAc/hexane (0%-100%) to give the product (59 mg, 34%) as a solid.

후처리

  1. temperatureThe mixture was cooled
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by column chromatography on silica gel Biotage 40S
  4. washeluting with EtOAc/hexane (0%-100%)

출처 및 근거

ORD 기록
ord-e3ad2da433b0470997d0757545dad0c1
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08252803B2

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