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Potassium Carbonate → HCID 58019807, 화합물

HRID 1099113
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HRID 1099113 반응식
[NH2:1][C:2]1[N:3]=[C:4]([O:13][CH2:14][CH3:15])[C:5]2[N:11]=[C:10](Cl)[CH:9]=[CH:8][C:6]=2[N:7]=1.[CH:16]1([NH:19][C:20]([C:22]2[S:23][C:24](B3OC(C)(C)C(C)(C)O3)=[CH:25][CH:26]=2)=[O:21])[CH2:18][CH2:17]1.C([O-])([O-])=O.[K+].[K+]>O1CCOCC1.O.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>[NH2:1][C:2]1[N:3]=[C:4]([O:13][CH2:14][CH3:15])[C:5]2[N:11]=[C:10]([C:24]3[S:23][C:22]([C:20](=[O:21])[NH:19][CH:16]4[CH2:18][CH2:17]4)=[CH:26][CH:25]=3)[CH:9]=[CH:8][C:6]=2[N:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 58019804HCID 58019804, 화합물HCID 597672176-Chloro-4-ethoxypyrido[3,2-d]pyrimidin-2-amine

생성물 1

HCID 58019807HCID 58019807, 화합물수율 81%

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매
HCID 962
Water
용매
HCID 312751,4-Dioxane용매

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온도
90 °C

실험 절차

To a solution of 2-amino-4-ethoxy-6-chloropyrido[3,2-d]pyrimidine (50 mg) in 1,4-dioxane (7 ml) and water (2.5 ml) was added N-(cyclopropyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-thiophenecarboxamide (72 mg), K2CO3 (77 mg) and tetrakis(triphenylphosphine)palladium(0) (13 mg). The reaction mixture was heated to 90° C. for 1 hour. The reaction mixture was extracted with dichloromethane after which the organic layer was concentrated under reduced pressure. The crude product was purified by silica gel flash chromatography, the mobile phase being a 3:97 MeOH/CH2Cl2 mixture, resulting in the pure title compound as a white powder (64 mg, yield: 81%) which was characterized by its mass spectrum as follows: MS (m/z): 356 ([M+H]+, 100).

후처리

  1. extractionThe reaction mixture was extracted with dichloromethane after which the organic layer
  2. concentrationwas concentrated under reduced pressure
  3. customThe crude product was purified by silica gel flash chromatography

출처 및 근거

ORD 기록
ord-c80a8fc2507747e5a5e18672a03da6ed
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08143394B2

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