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Diethylamine → HCID 59198486, 화합물

HRID 1896528
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HRID 1896528 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]2[C:8]3[C:9]([NH:17][CH2:18][C:19]4[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=4)=[N:10][CH:11]=[C:12]([C:15]#[N:16])[C:13]=3[S:14][C:4]=2[CH:3]=1.[CH3:27][S:28]([C:31]1[CH:36]=[CH:35][C:34](B(O)O)=[CH:33][CH:32]=1)(=[O:30])=[O:29].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.N(CC)CC>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]>[CH3:26][O:25][C:22]1[CH:23]=[CH:24][C:19]([CH2:18][NH:17][C:9]2[C:8]3[C:5]4[CH:6]=[CH:7][C:2]([C:34]5[CH:35]=[CH:36][C:31]([S:28]([CH3:27])(=[O:30])=[O:29])=[CH:32][CH:33]=5)=[CH:3][C:4]=4[S:14][C:13]=3[C:12]([C:15]#[N:16])=[CH:11][N:10]=2)=[CH:20][CH:21]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8021DiethylamineHCID 11776TriphenylphosphineHCID 27343644-(Methanesulfonyl)phenylboronic acidHCID 591984657-Bromo-1-[(4-methoxybenzyl)amino][1]benzothieno[3,2-c]pyridine-4-carbonitrile

생성물 1

HCID 59198486HCID 59198486, 화합물

시약·촉매·용매 1

HCID 9811564
Bis(dibenzylideneacetone)palladium
촉매

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온도
150 °C

실험 절차

To a suspension of 7-bromo-1-[(4-methoxybenzyl)amino][1]benzothieno[3,2-c]pyridine-4-carbonitrile (Example 12, Step 9) and [4-(methylsulfonyl)phenyl]boronic acid (1.5 equiv) in 1-PrOH/H2O (4.5/1) (0.11 M) was added Pd2(dba)3 (0.03 equiv), Ph3P (0.06 equiv) and Et2NH (1.2 equiv). The mixture was degassed and heated to 150° C. for 10 min in a microwave reactor. The mixture was diluted with H2O and filtered. The crude product was swished with hot EtOH to give the title compound.

후처리

  1. customThe mixture was degassed
  2. additionThe mixture was diluted with H2O
  3. filtrationfiltered

출처 및 근거

ORD 기록
ord-3aa2590f909f4a43b8a4a97c867c20a8
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08518964B2

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