6-Methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-ylamine → N-(6-Methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-yl)-4-methyl-2-(4-methylthiazol-2-yl)-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepin-8-amine

HRID 311

반응식

HRID 311 반응식
COc1nc(N)ccc1-c1cnn(C)c1.Cc1csc(C2CN(C)Cc3ccc(Cl)nc3O2)n1>CC(=O)O.CC(=O)O.COCCOC.O=C([O-])[O-].[Cs+].[Cs+].[Pd].c1ccc(-c2ccccc2P(C2CCCCC2)C2CCCCC2)cc1>COc1nc(Nc2ccc3c(n2)OC(c2nc(C)cs2)CN(C)C3)ccc1-c1cnn(C)c1

참가 물질

7

반응물 2

HCID 575128666-Methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-ylamineHCID 575128718-Chloro-4-methyl-2-(4-methylthiazol-2-yl)-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine

생성물 1

HCID 57512829N-(6-Methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-yl)-4-methyl-2-(4-methylthiazol-2-yl)-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepin-8-amine수율 56.41%

시약·촉매·용매 4

HCID 10796Cesium carbonate시약HCID 27342162-(Dicyclohexylphosphino)biphenyl촉매HCID 4144353Palladium (II) acetate촉매HCID 80711,2-Dimethoxyethane용매

반응 조건

온도
110 °C

실험 절차

To 8-chloro-4-methyl-2-(4-methylthiazol-2-yl)-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (207 mg, 0.70 mmol) in DME (3 mL) were 6-methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine (143 mg, 0.70 mmol), cesium carbonate (342 mg, 1.05 mmol), 2-(Dicyclohexylphosphino)biphenyl (24.53 mg, 0.07 mmol) and Palladium acetate (15.71 mg, 0.07 mmol) added. The reaction was heated to 110°C for 60 min under N2 atmosphere. The solids were filtered off and washed with DCM, the solvents were evaporated and the crude product was purified by silica flash chromatography using DCM : [DCM:MeOH:NH3 = 90:10:1] = 100:0 to 35:65 as gradient. The title compound was obtained as yellow foam.

출처 및 근거

ORD 기록
ord-980427b3cc854bc88aa11ec4ee256fb1
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
출처 보기

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