7-Chloro-2-iodothieno(3,2-b)pyridine → 6-(3-fluoro-4-(2-iodothieno[3,2-b]pyridin-7-yloxy)phenyl)-1-phenyl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-one

HRID 1676393ノート

反応式

HRID 1676393 の反応式
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:14](=[O:15])[N:13]3[CH2:16][CH2:17][N:18]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[C:12]3=[N:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[OH:8].Cl[C:26]1[CH:31]=[CH:30][N:29]=[C:28]2[CH:32]=[C:33]([I:35])[S:34][C:27]=12>CN(C1C=CN=CC=1)C.BrC1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:14](=[O:15])[N:13]3[CH2:16][CH2:17][N:18]([C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=4)[C:12]3=[N:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[O:8][C:26]1[CH:31]=[CH:30][N:29]=[C:28]2[CH:32]=[C:33]([I:35])[S:34][C:27]=12

参加物

5

反応物 2

HCID 177504007-Chloro-2-iodothieno(3,2-b)pyridineHCID 673463376-(3-fluoro-4-hydroxyphenyl)-1-phenyl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-one

生成物 1

HCID 673468456-(3-fluoro-4-(2-iodothieno[3,2-b]pyridin-7-yloxy)phenyl)-1-phenyl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-one

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 7961Bromobenzene溶媒

実験手順

A mixture of 6-(3-fluoro-4-hydroxyphenyl)-1-phenyl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-one (0.078 g, 0.186 mmol), 7-chloro-2-iodothieno[3,2-b]pyridine (0.050 g, 0.169 mmol; prepared according to the procedure of Ragan, J. A. Org. Proc. Res. 2003, 7, 676) and DMAP (0.021 g, 0.169 mmol) in bromobenzene (1.5 mL) under nitrogen was stirred at 150° C. for two days. The reaction was concentrated in vacuo to remove as much bromobenzene as possible and then purified directly by flash column chromatography, eluting with 30:1 CH2Cl2/MeOH. The product was obtained (35 mg; 36%) as a yellow solid. LRMS (APCI pos) m/e 583 (M+1).

後処理

  1. customprepared
  2. concentrationThe reaction was concentrated in vacuo
  3. customto remove as much bromobenzene as possible and
  4. customthen purified directly by flash column chromatography
  5. washeluting with 30:1 CH2Cl2/MeOH
  6. customThe product was obtained (35 mg; 36%) as a yellow solid

出典と根拠

ORDレコード
ord-b91f38f2304e41f59d98ac96f778fc51
出典データセット
uspto-grants-2011_08
特許番号
US08003662B2

反応ノート

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