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Benzene, 4-bromo-1,2-dimethoxy- → tert-butyl (2R)-4-(3,4-dimethoxyphenyl)-2-propan-2-ylpiperazine-1-carboxylate

HRID 716
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HRID 716 반응식
CC(C)[C@@H]1CNCCN1C(=O)OC(C)(C)C.COc1ccc(Br)cc1OC>CC(C)(C)[O-].CN(C)c1ccccc1-c1ccccc1P(C1CCCCC1)C1CCCCC1.Cc1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd]>COc1ccc(N2CCN(C(=O)OC(C)(C)C)[C@H](C(C)C)C2)cc1OC
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참가 물질

7

반응물 2

HCID 76114Benzene, 4-bromo-1,2-dimethoxy-HCID 24820392(R)-1-Boc-2-isopropylpiperazine

생성물 1

HCID 69098812tert-butyl (2R)-4-(3,4-dimethoxyphenyl)-2-propan-2-ylpiperazine-1-carboxylate수율 60%

시약·촉매·용매 4

HCID 23676156Sodium t-butoxide시약HCID 27342172-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl
촉매
HCID 9811564Bis(dibenzylideneacetone)palladium촉매
HCID 1140Toluene용매

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온도
150 °C

실험 절차

21-Apr-09 08:58:54 +0100 4-bromo-1,2-dimethoxybenzene (0.135 mL, 0.92 mmol), (R)-tert-butyl 2-isopropylpiperazine-1-carboxylate (252 mg, 1.11 mmol) and 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl (10.88 mg, 0.03 mmol) and Sodium tert-butoxide (128 mg, 1.29 mmol) and Tris(dibenzylideneacetone)dipalladium(0) (21.09 mg, 0.02 mmol) were suspended in toluene (5 mL) and sealed into a microwave tube. The reaction was heated to 150 °C for 30 minutes in the microwave reactor and cooled to RT. LC-MS show sproduct at 60% and SM 33% reaction mixture to be combined with EN02263-45 and worked up.

출처 및 근거

ORD 기록
ord-8ac590d4cc01454e9f3c19a34317cb92
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
출처 보기

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