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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Methyl 4-bromobenzoate → Methyl 4-[(3,5-difluorophenyl)methylamino]benzoate

HRID 482
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HRID 482 반응식
COC(=O)c1ccc(Br)cc1.NCc1cc(F)cc(F)c1>CC(=O)O.CC(=O)O.Cc1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>COC(=O)c1ccc(NCc2cc(F)cc(F)c2)cc1
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참가 물질

7

반응물 2

HCID 12081Methyl 4-bromobenzoateHCID 1452113,5-Difluorobenzylamine

생성물 1

HCID 86784851Methyl 4-[(3,5-difluorophenyl)methylamino]benzoate수율 0%

시약·촉매·용매 4

HCID 10796Cesium carbonate시약HCID 634876Binap, (A+-)-촉매
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HCID 4144353
Palladium (II) acetate
촉매
HCID 1140Toluene용매

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온도
100 °C

실험 절차

methyl 4-bromobenzoate (1 g, 4.65 mmol), (3,5-difluorophenyl)methanamine (1.100 mL, 9.30 mmol) and Cesium carbonate (1.515 g, 4.65 mmol) were mixed in toluene (4 mL) and degassed by bubbling nitrogen through solution. Palladium acetate (0.052 g, 0.23 mmol) and rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.203 g, 0.33 mmol) were added and the vial was capped and heated at 100°C over 5 days. Workup by dilution with EtOAc, washing with water, then extraction with 2M HCl. The HCl extract was neutralized with 2M NaOH and extracted with EtOAc and the EtOAc phase was dried (K2CO3) and evaporated to give the crude product. The identity of product was doubtful but it was already used in exp 60-68.

출처 및 근거

ORD 기록
ord-e2f4bb7b7a8a4f84a94e64c143c99234
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
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