참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 반응물 | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| 반응물 | 2,5-Dimethyl-4-(4-(trifluoromethyl)benzyl)thiophene-3-carboxylic acid | HCID 45140786 | — |
| 반응물 | [(1S)-1-(4-methoxycarbonylphenyl)ethyl]azanium chloride | HCID 161770108 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | HCID 24953975 | HCID 24953975 | — |
반응 단계
To a solution of 2,5-dimethyl-4-[4-(trifluoromethyl)benzyl]thiophene-3-carboxylic acid from Example 11, Step 4 (4.36 g, 1 eq.) and (1S)-1-[4-(methoxycarbonyl)phenyl]ethanaminium chloride from Example 1, Step 9 (3.29 g, 1.10 eq.) in dimethylformamide (50 mL) is added HATU (5.65 g, 1.07 eq.) in one portion. After stirring for 2 minutes, diisopropylethylamine (6.0 mL, 2.5 eq.) was added in one portion and the reaction stirred until consumption of the starting acid. The reaction was poured onto half-saturated sodium bicarbonate (400 mL) and the white suspension stirred vigorously for 30 minutes. The solids were collected by filtration, washed with water while onto the Buchner, dried and purified by chromatography on silica gel (2:98 to 10:90 EtOAc/CHCl3) to afford the desired product as a white solid. MS (+APCI): m/z 476 (M+1)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08969394B2 |
|---|
| 출처 데이터셋 | uspto-grants-2015_03 |
|---|
| ORD ID | ord-33e4e4218cb1454eac84d0e4a895c616 |
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| 출처 메모 | uspto-grants-2015_03 |
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