참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 4-Aminotetrahydropyran hydrochloride | HCID 44118693 | — |
| 반응물 | (R)-2-(5-methylisoxazol-3-yl)but-3-yn-2-ol | HCID 58221468 | — |
| 반응물 | 10-Bromo-3-iodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide | HCID 86693191 | — |
| 반응물 | 10-bromo-N3-tetrahydropyran-4-yl-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-2,3-dicarboxamide | HCID 86693303 | — |
| 촉매 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 용매 | Dimethyl Sulfoxide | HCID 679 | — |
| 생성물 | HCID 86693302 | HCID 86693302 | 6.6% |
반응 단계
Similar to as described in Example 10 (carbonylative amidation) a mixture of 10-bromo-3-iodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide (200 mg, 0.46 mmol, 1.00 equiv), 4-aminotetrahydropyran hydrochloride (126 mg, 0.92 mmol, 2.00 equiv), Pd(dppf)Cl2 (34 mg, 0.05 mmol, 0.10 equiv), TEA (202 mg, 2.00 mmol, 4.00 equiv), and DMSO (5 mL) was stirred at 40° C. under an atmosphere of CO(g) overnight. The reaction was quenched with water and the solids were collected. This resulted in 250 mg (crude) of 10-bromo-N3-(tetrahydro-2H-pyran-4-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2,3-dicarboxamide as a brown solid. Similar to as described General Procedure F, 10-bromo-N3-(tetrahydro-2H-pyran-4-yl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2,3-dicarboxamide was reacted with (2R)-2-(5-methyl-1,2-oxazol-3-yl)but-3-yn-2-ol to give the titled compound as an off-white solid (38.6 mg, 6.6%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09034866B2 |
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| 출처 데이터셋 | uspto-grants-2015_05 |
|---|
| ORD ID | ord-6d187100ecb94062b707d7a93c740fa9 |
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| 출처 메모 | uspto-grants-2015_05 |
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