참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | 2-Chloro-6-methoxyquinoline | HCID 83647 | — |
| 반응물 | Simtuzumab | HCID 17750227 | — |
| 촉매 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 용매 | Degme H2O | HCID 49835946 | — |
| 생성물 | 3-Chloro-4-(6-methoxyquinolin-2-yl)benzoic acid | HCID 66980063 | 46% |
반응 단계
A mixture of 2-chloro-6-methoxyquinoline (Intermediate 1) (200 mg, 1.04 mmol), 4-carboxy-2-chlorophenylboronic acid (247 mg, 1.24 mmol) and K2CO3 (369 mg, 2.70 mmol) in DEGME/H2O (7.0 mL/2.0 mL) was degassed three times under N2 atmosphere. Then PdCl2(dppf) (75 mg, 0.104 mmol) was added and the mixture was heated to 110° C. for 3 hours under N2 atmosphere. The reaction mixture was diluted with EtOAc (100 mL) and filtered. The filtrate was washed with brine (20 mL), dried over Na2SO4, filtered and concentrated to give 3-chloro-4-(6-methoxyquinolin-2-yl)benzoic acid (150 mg, yield 46%) as a yellow solid, which was used for the next step without further purification.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US09433618B2 |
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| 출처 데이터셋 | uspto-grants-2016_09 |
|---|
| ORD ID | ord-3219bbed21a1411293876a5c8f2bfaf0 |
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| 출처 메모 | uspto-grants-2016_09 |
|---|
