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4-Aminophenylboronic acid → 4-[4-(Methylsulfonylmethyl)-6-morpholin-4-yl-pyrimidine-2-yl]aniline

HRID 2353638
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HRID 2353638 반응식
CS[C:3]1[N:8]=[C:7]([CH2:9][S:10]([CH3:13])(=[O:12])=[O:11])[CH:6]=[C:5]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[N:4]=1.[NH2:20][C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1>S1C=CC=C1C([O-])=O.[Cu+].C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.O1CCOCC1>[CH3:13][S:10]([CH2:9][C:7]1[CH:6]=[C:5]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[N:4]=[C:3]([C:24]2[CH:25]=[CH:26][C:21]([NH2:20])=[CH:22][CH:23]=2)[N:8]=1)(=[O:12])=[O:11]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 27346154-Aminophenylboronic acidHCID 593799432-Methylsulfanyl-4-(methylsulfonylmethyl)-6-morpholin-4-yl-pyrimidine

생성물 1

HCID 593800394-[4-(Methylsulfonylmethyl)-6-morpholin-4-yl-pyrimidine-2-yl]aniline

시약·촉매·용매 3

HCID 11194830Cuprous 2-thiophenecarboxylate촉매HCID 178418397HCID 178418397, 화합물
촉매
HCID 312751,4-Dioxane용매

반응 조건

온도
130 °C

실험 절차

2-Methylsulfanyl-4-(methylsulfonylmethyl)-6-morpholin-4-yl-pyrimidine (1.00 g, 3.3 mmol), 4-aminophenylboronic acid (904 mg, 6.60 mmol), Copper(I)thiophene-2-carboxylate (1.64 g, 8.58 mmol), Pd(PPh3)4 (153 mg, 0.04 equiv., 0.13 mmol) were added to a microwave vessel and 1,4-Dioxane (20 mL) added. The system was degassed with N2, sealed and heated in a microwave reactor at 130° C. for 1 hour. Upon cooling the reaction was poured into water and the resulting precipitate was collected by filtration and dried under vacuum to afford the title compound as an off-white solid. (988 mg)

후처리

  1. customThe system was degassed with N2
  2. customsealed
  3. temperatureUpon cooling the reaction
  4. additionwas poured into water
  5. filtrationthe resulting precipitate was collected by filtration
  6. customdried under vacuum

출처 및 근거

ORD 기록
ord-a90a78aa637941a4bd1fa8f83e4f7ec0
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07750003B2

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