참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Acetic Acid | HCID 176 | — |
| 반응물 | 1-Butanone, 1-(4-aminophenyl)- | HCID 15527 | — |
| 반응물 | 1H-Pyrazole-4-carboxaldehyde, 3,5-dimethyl-1-phenyl- | HCID 89179 | — |
| 용매 | Dimethylacetamide | HCID 31374 | — |
| 용매 | Dichloromethane methanol | HCID 21226129 | — |
| 생성물 | 1-(4-(((3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methyl)amino)phenyl)butan-1-one | HCID 68722715 | — |
반응 단계
In a 20 ml vial, to a solution of solution of 1-(4-aminophenyl)butan-1-one (46 mg, 0.28 mmol) dissolved in DCM/MeOH (0.6 mL) was added a solution of 3,5-dimethyl-1-phenyl-1H-pyrazole-4-carbaldehyde (112 mg, 0.56 mmol) in DMA (1.8 mL). A solution of acetic acid (50 mg, 0.84 mmol) in DCM/MeOH (0.6 mL) was then added, followed by the addition of 361 mg of MP-CNBH3 resin (3 eq.; subst. 2.34 mmoles/g). The vial was capped and was then heated with shaking overnight at 55° C. The progress of the reaction was monitored by LC/MS. After completion of the reaction, the reaction mixture was concentrated to dryness. The resulting residue was dissolved in 1:1 DMSO/MeOH. Purification by reverse phase HPLC (TFA method) gave the title compound.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09242933B2 |
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| 출처 데이터셋 | uspto-grants-2016_01 |
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| ORD ID | ord-753f62ebc22d4739aff3da88b7d0bec7 |
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| 출처 메모 | uspto-grants-2016_01 |
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