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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Benzenesulfonamide, 3-amino- → 3-[(4-Chloropyrimidin-2-yl)amino]benzenesulfonamide

HRID 237
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인쇄 미리보기

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HRID 237 반응식
Clc1ccnc(Cl)n1.Nc1cccc(S(N)(=O)=O)c1>C1COCCO1.CC(=O)O.CC(=O)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O=C([O-])[O-].[Cs+].[Cs+].[Pd]>NS(=O)(=O)c1cccc(Nc2nccc(Cl)n2)c1
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참가 물질

7

반응물 2

HCID 7377Benzenesulfonamide, 3-amino-HCID 775312,4-Dichloropyrimidine

생성물 1

HCID 889048943-[(4-Chloropyrimidin-2-yl)amino]benzenesulfonamide수율 2%

시약·촉매·용매 4

HCID 10796Cesium carbonate시약HCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)촉매
HCID 4144353
Palladium (II) acetate
촉매
HCID 312751,4-Dioxane용매

반응 조건

온도
150 °C

실험 절차

2,4-dichloropyrimidine (200 mg, 1.34 mmol), 3-aminobenzenesulfonamide (231 mg, 1.34 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (93 mg, 0.16 mmol), cesium carbonate (875 mg, 2.68 mmol) and diacetoxypalladium (15.07 mg, 0.07 mmol) were suspended in dioxane (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. The reaction mixture was diluted with EtOAc (150 mL) and washed with water (150 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 4% (10:1 MeOH/NH3 (aq)) in DCM. NMR analysis showed a trace amount of product.

출처 및 근거

ORD 기록
ord-07751cbdbcad4c89bdfeeea3a04ddb39
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
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