Water → 1-[(1,3-benzothiazol-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(R)-3-tert-butoxycarbonyl-amino-piperidin-1-yl]-xanthine

HRID 1773325ノート

反応式

HRID 1773325 の反応式
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][N:11]1[C:20](=[O:21])[C:19]2[N:18]([CH2:22][C:23]#[C:24][CH3:25])[C:17](Br)=[N:16][C:15]=2[N:14]([CH3:27])[C:12]1=[O:13].[C:28]([O:32][C:33]([C@@H:35]1[CH2:40][CH2:39][CH2:38][N:37](N)[CH2:36]1)=[O:34])([CH3:31])([CH3:30])[CH3:29].C(=O)([O-])[O-].[K+].[K+].O.C[N:50](C)C=O>>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][N:11]1[C:20](=[O:21])[C:19]2[N:18]([CH2:22][C:23]#[C:24][CH3:25])[C:17]([N:37]3[CH2:38][CH2:39][CH2:40][CH:35]([C:33]([O:32][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:34])[C@@H:36]3[NH2:50])=[N:16][C:15]=2[N:14]([CH3:27])[C:12]1=[O:13]

参加物

6

反応物 5

HCID 962WaterHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 29939704(R)-3-tert-butoxycarbonyl-aminopiperidineHCID 1180349991-[(1,3-Benzothiazol-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-bromo-xanthine

生成物 1

HCID 1180349821-[(1,3-benzothiazol-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(R)-3-tert-butoxycarbonyl-amino-piperidin-1-yl]-xanthine収率 90.8%

実験手順

By utilizing the well known method, 1-[(1,3-benzothiazol-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-bromo-xanthine 2b (400 mg, 0.9 mmol) was dissolved in N,N-dimethylformamide (6 ml). (R)-3-tert-butoxycarbonyl-aminopiperidine (180 mg, 0.9 mmol) and potassium carbonate (186.5 mg, 1.35 mmol) were added to give a reaction mixture. The reaction mixture was reacted at 75° C. for 2 hours, and TLC was used to monitor the reaction progress. After the reaction was completed, the obtained reaction mixture was cooled to room temperature. The cooled reaction solution was poured into water, suction filtered, and the obtained solid was washed with water, dried to give 1-[(1,3-benzothiazol-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(R)-3-tert-butoxycarbonyl-amino-piperidin-1-yl]-xanthine 2c (460 mg, yellow solid), yield: 90.8%.

後処理

  1. customto give a reaction mixture
  2. customThe reaction mixture was reacted at 75° C. for 2 hours
  3. customthe obtained reaction mixture
  4. customThe cooled reaction solution
  5. filtrationfiltered
  6. washthe obtained solid was washed with water
  7. customdried

出典と根拠

ORDレコード
ord-5a99a8d93b1d4c02a41ce791b829802b
出典データセット
uspto-grants-2016_02
特許番号
US09255098B2

反応ノート

読み込み中…