Potassium Carbonate → 1-[2-Oxo-2-(3-oxo-3,4dihydro-2H-benzo[1,4]thiazin-6yl)-ethyl]-piperidine-4-carboxylic acid (6-methoxy-[1,5]naphthyridin 4yl)-amide oxalate

HRID 456602ノート

反応式

HRID 456602 の反応式
[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[NH:13][C:14]([CH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)=[O:15].[C:22](=[O:25])([O-:24])[O-].[K+].[K+].Cl[CH2:29][C:30]([C:32]1[CH:33]=[CH:34][C:35]2[S:40][CH2:39][C:38](=[O:41])[NH:37][C:36]=2[CH:42]=1)=[O:31].CO.[C:45]([O:48]CC)(=[O:47])C>CN(C)C=O>[C:45]([OH:48])(=[O:47])[C:22]([OH:24])=[O:25].[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[NH:13][C:14]([CH:16]1[CH2:21][CH2:20][N:19]([CH2:29][C:30](=[O:31])[C:32]2[CH:33]=[CH:34][C:35]3[S:40][CH2:39][C:38](=[O:41])[NH:37][C:36]=3[CH:42]=2)[CH2:18][CH2:17]1)=[O:15]

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 11231497Piperidine-4-carboxylic acid (6-methoxy-[1,5]naphthyridin-4-yl)-amideHCID 162180756-Chloroacetyl-2H-1,4-benzothiazin-3(4H)-oneHCID 21584119Ethylacetate methanol

生成物 1

HCID 1317262831-[2-Oxo-2-(3-oxo-3,4dihydro-2H-benzo[1,4]thiazin-6yl)-ethyl]-piperidine-4-carboxylic acid (6-methoxy-[1,5]naphthyridin 4yl)-amide oxalate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of piperidine (1f) (0.39 g) and potassium carbonate (0.2 g) in N,N-dimethylformamide (13 ml) was treated with (a) (0.33 g). After 7 hours the mixture was evaporated and the residue partitoned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The organic extract was dried and evaporated to give a brown oil. Chromatography on silica eluting with a methanol/ethyl acetate gradient afforded the free base of the title compound as an oil (0.19 g).

後処理

  1. customAfter 7 hours the mixture was evaporated
  2. extractionThe organic extract
  3. customwas dried
  4. customevaporated
  5. customto give a brown oil

出典と根拠

ORDレコード
ord-706ffe303b33424490fe5d355eb141af
出典データセット
uspto-grants-2007_03
特許番号
US07186730B2

反応ノート

読み込み中…