Hexafluorophosphate → 3-[5-carbamoyl-4-(3-chloro-phenyl)-thiazol-2-yl]-3H-benzoimidazole-5-carboxylic acid (1-methyl-piperidin-4-yl)-amide

HRID 1667699ノート

反応式

HRID 1667699 の反応式
[C:1]([C:4]1[S:8][C:7]([N:9]2[C:13]3[CH:14]=[C:15]([C:18]([OH:20])=O)[CH:16]=[CH:17][C:12]=3[N:11]=[CH:10]2)=[N:6][C:5]=1[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=1)(=[O:3])[NH2:2].[NH2:28][CH:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1.[CH3:35]N(C(N(C)C)=[N+]1C2C(=NC=CC=2)N=N1)C.F[P-](F)(F)(F)(F)F>O.CN(C)C=O>[CH3:35][N:32]1[CH2:33][CH2:34][CH:29]([NH:28][C:18]([C:15]2[CH:16]=[CH:17][C:12]3[N:11]=[CH:10][N:9]([C:7]4[S:8][C:4]([C:1](=[O:3])[NH2:2])=[C:5]([C:21]5[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=5)[N:6]=4)[C:13]=3[CH:14]=2)=[O:20])[CH2:30][CH2:31]1

参加物

7

反応物 4

HCID 9886HexafluorophosphateHCID 4243614-PiperidinamineHCID 674273413-[5-carbamoyl-4-(3-chloro-phenyl)-thiazol-2-yl]-3H-benzoimidazole-5-carboxylic acidHCID 178484285HCID 178484285、化合物

生成物 1

HCID 468305793-[5-carbamoyl-4-(3-chloro-phenyl)-thiazol-2-yl]-3H-benzoimidazole-5-carboxylic acid (1-methyl-piperidin-4-yl)-amide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 0.060 g (0.15 mmole) of 3-[5-carbamoyl-4-(3-chloro-phenyl)-thiazol-2-yl]-3H-benzoimidazole-5-carboxylic acid (I.10a), 0.06 mL of 4-aminopiperidine, 0.070 g (0.18 mmole) of 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium, 3-oxide, hexafluorophosphate(1-) (1:1) and 4 mL of dimethylformamide was stirred at room temperature for 16 hours. The mixture was poured into 50 mL of water and extracted three times with 25 mL of ethyl acetate. The combined organic extracts were washed three times with 20 mL of 1 M hydrochloric acid. The combined aqueous extracts were made basic with potassium carbonate, and the resulting solid collected by filtration, washed with water, and air-dried to give 0.038 g of 3-[5-carbamoyl-4-(3-chloro-phenyl)-thiazol-2-yl]-3H-benzoimidazole-5-carboxylic acid (1-methyl-piperidin-4-yl)-amide (I.10) as a light yellow solid. MH+/Z=495

後処理

  1. extractionextracted three times with 25 mL of ethyl acetate
  2. washThe combined organic extracts were washed three times with 20 mL of 1 M hydrochloric acid
  3. filtrationthe resulting solid collected by filtration
  4. washwashed with water
  5. customair-dried

出典と根拠

ORDレコード
ord-685e7e24d4d64b43ac9f54549bb44efd
出典データセット
uspto-grants-2011_10
特許番号
US08044213B2

反応ノート

読み込み中…