Piperidine → 3-((3-chlorophenyl)amino)-5-((4-fluoro-2-methylbenzyl)amino)-1H-pyrazole-4-carbonitrile

HRID 527280

반응식

HRID 527280 반응식
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)[C:3]=1[C:15]#[N:16].[F:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=O)=[C:20]([CH3:26])[CH:19]=1.N1CCCCC1.[BH4-].[Na+]>C(O)C.CO>[Cl:14][C:10]1[CH:9]=[C:8]([NH:7][C:4]2[C:3]([C:15]#[N:16])=[C:2]([NH:1][CH2:22][C:21]3[CH:24]=[CH:25][C:18]([F:17])=[CH:19][C:20]=3[CH3:26])[NH:6][N:5]=2)[CH:13]=[CH:12][CH:11]=1

참가 물질

7

반응물 4

HCID 8082PiperidineHCID 27832174-Fluoro-2-methylbenzaldehydeHCID 4311764Sodium borohydrideHCID 106811675-Amino-3-(3-chloro-phenylamino)-4-cyano-pyrazole

생성물 1

HCID 1784278523-((3-chlorophenyl)amino)-5-((4-fluoro-2-methylbenzyl)amino)-1H-pyrazole-4-carbonitrile

시약·촉매·용매 2

HCID 702Ethanol용매HCID 887Methanol용매

반응 조건

온도
85 °C

실험 절차

Dissolved 5-amino-3-((3-chlorophenyl)amino)-1H-pyrazole-4-carbonitrile (58 mg) in 4 mL ethanol and added 0.250 mmol of 4-fluoro-2-methylbenzaldehyde followed by a single drop of piperidine. This solution was then heated to 85° C. for 17 hrs, then the ethanol was evaporated and the resulting product was scraped from the reaction vessels. The powder was then resuspended in 4 mL of MeOH and 3 eq. of sodium borohydride was added and left stirring overnight at room temperature. Then MeOH was then evaporated and the product C29 was scraped and collected. (50 mg)

후처리

  1. customthe ethanol was evaporated
  2. customthe resulting product was scraped from the reaction vessels
  3. waitleft
  4. customThen MeOH was then evaporated
  5. customcollected

출처 및 근거

ORD 기록
ord-878f3cb77382442faf75abf953936ae6
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346792B2

연결된 노트

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