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Cesium carbonate → HCID 54591441, 화합물

HRID 1260194
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HRID 1260194 반응식
Br[C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][CH:30]=1)[CH2:5][N:6]1[C:10]([CH3:11])=[CH:9][C:8]([C:12]2[O:16][N:15]=[C:14]([C:17]3[CH:22]=[CH:21][C:20]([O:23][C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=3)[N:13]=2)=[N:7]1.[OH:31][CH:32]1[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1.C1(P(C2CCCCC2)C2C=CC=CC=2C2C(C(C)C)=CC(C(C)C)=CC=2C(C)C)CCCCC1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH3:11][C:10]1[N:6]([CH2:5][C:4]2[CH:3]=[C:2]([N:35]3[CH2:36][CH2:37][CH:32]([OH:31])[CH2:33][CH2:34]3)[CH:30]=[CH:29][CH:28]=2)[N:7]=[C:8]([C:12]2[O:16][N:15]=[C:14]([C:17]3[CH:22]=[CH:21][C:20]([O:23][C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=3)[N:13]=2)[CH:9]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 10796Cesium carbonateHCID 79341Piperidin-4-olHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 58072149HCID 58072149, 화합물

생성물 1

HCID 54591441HCID 54591441, 화합물

시약·촉매·용매 2

HCID 9811564
Bis(dibenzylideneacetone)palladium
촉매
HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

A mixture of 150 mg (0.313 mmol) of the compound from Example 1A, 63 mg (0.626 mmol) of 4-hydroxypiperidine, 19 mg (0.021 mmol) of tris(dibenzylideneacetone)dipalladium(0), 30 mg (0.063 mmol) of 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (X-Phos) and 254 mg (0.782 mmol) of caesium carbonate in 3 ml of anhydrous DMF was stirred at 80° C. under argon for 12 h. After cooling to RT, the reaction mixture was filtered through a little Celite and the filtrate was then separated into its components by means of preparative HPLC (method 11). After concentration of the product fractions and drying under high vacuum, 36 mg (23% of theory) of the title compound were obtained.

후처리

  1. temperatureAfter cooling to RT
  2. filtrationthe reaction mixture was filtered through a little Celite
  3. customthe filtrate was then separated into its components by means of preparative HPLC (method 11)
  4. dry with materialAfter concentration of the product fractions and drying under high vacuum, 36 mg (23% of theory) of the title compound
  5. customwere obtained

출처 및 근거

ORD 기록
ord-8567ce8bb0ff4f7d8726591a312a4533
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08470811B2

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