Diisopropylethylamine → 2-Benzothiazol-2-ylmethylpiperidin-1-yl-[5-(4-fluorophenyl)-2-methylthiazol-4-yl]-methanone

HRID 2378020ノート

反応式

HRID 2378020 の反応式
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][C:8]1[S:9][C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[N:12]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C.[F:50][C:51]1[CH:56]=[CH:55][C:54]([C:57]2[S:61][C:60]([CH3:62])=[N:59][C:58]=2[C:63](O)=[O:64])=[CH:53][CH:52]=1>CN(C=O)C>[S:9]1[C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[N:12]=[C:8]1[CH2:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][N:1]1[C:63]([C:58]1[N:59]=[C:60]([CH3:62])[S:61][C:57]=1[C:54]1[CH:55]=[CH:56][C:51]([F:50])=[CH:52][CH:53]=1)=[O:64]

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 223241255-(4-Fluorophenyl)-2-methyl-1,3-thiazole-4-carboxylic acidHCID 231463502-Piperidin-2-ylmethylbenzothiazole

生成物 1

HCID 231463432-Benzothiazol-2-ylmethylpiperidin-1-yl-[5-(4-fluorophenyl)-2-methylthiazol-4-yl]-methanone

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-Piperidin-2-ylmethylbenzothiazole, D30 (0.135 g), HATU (0.228 g), diisopropylethylamine (0.300 ml) and 5-(4-fluorophenyl)-2-methylthiazol-4-carboxylic acid (0.144 g) were dissolved in dry DMF and shaken at room temperature for 16 hours. The solvent was then evaporated and the residue partitioned between dichloromethane and brine. The organic layer was dried (MgSO4), evaporated and the residue chromatographed over silica gel. Elution with diethyl ether provided the title compound as a foam (220 mg).

後処理

  1. customThe solvent was then evaporated
  2. customthe residue partitioned between dichloromethane and brine
  3. dry with materialThe organic layer was dried (MgSO4)
  4. customevaporated
  5. customthe residue chromatographed over silica gel
  6. washElution with diethyl ether

出典と根拠

ORDレコード
ord-0bcdf084f10146a59fd41af41386a6a1
出典データセット
uspto-grants-2008_12
特許番号
US07470710B2

反応ノート

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