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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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N-Ethylaniline → 5-bromo-N-ethyl-4-methoxy-N-phenylpyrimidin-2-amine

HRID 634
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인쇄 미리보기

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HRID 634 반응식
CCNc1ccccc1.COc1nc(I)ncc1Br>CC(=O)O.CC(=O)O.CCC(C)(C)[O-].CCCCP(C12CC3CC(CC(C3)C1)C2)C12CC3CC(CC(C3)C1)C2.Cc1ccccc1.[Na+].[Pd]>CCN(c1ccccc1)c1ncc(Br)c(OC)n1
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참가 물질

7

반응물 2

HCID 7670N-EthylanilineHCID 848195205-Bromo-2-iodo-4-methoxypyrimidine

생성물 1

HCID 1069986935-bromo-N-ethyl-4-methoxy-N-phenylpyrimidin-2-amine수율 53.74%

시약·촉매·용매 4

HCID 2733478Sodium 2-methylbutan-2-olate시약HCID 4144353Palladium (II) acetate촉매
HCID 11371790
Bis(adamantan-1-yl)(butyl)phosphane
촉매
HCID 1140Toluene용매

반응 조건

온도
60 °C

실험 절차

5-bromo-2-iodo-4-methoxypyrimidine (0.086 g, 0.27 mmol), diacetoxypalladium (2.78 mg, 0.01 mmol), di((3S,5S,7S)-adamantan-1-yl)(butyl)phosphine (8.88 mg, 0.02 mmol) and sodium 2-methylbutan-2-olate (0.033 g, 0.30 mmol) were added to a micro vial. Then N-ethylaniline (0.031 mL, 0.25 mmol) in toluene (1.5 mL) was added to the reaction mixture. The vial was sealed and evacuated and flushed with nitrogen and then stirred at 60°C o/n. LC/MS showed product formation. The reaction mixture was cooled to rt and then filtered over celite. The crude product was diluted with 25 ml of DCM and then washed with sat. NaHCO3 followed by brine. The organic phase was dried over a phase separator and then concentrated to dryness. **No LC/MS data due to database failure over three months and was only saved locally on LC/MS computer and pdf-files seems to be deleted on machine. Not used in further reactions.**

출처 및 근거

ORD 기록
ord-8bbed4d3f8cb496989e49be7e55b89ca
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
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