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1-Bromo-3-methanesulfonylpropane → (3-{5-Cyano-2-[(R)-6-methoxycarbonyl-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrimidin-5-yl]-phenyl}-propyl)-(3-methanesulfonyl-propyl)-dimethyl-ammonium formate

HRID 2203393
ノート
印刷プレビュー

反応式

HRID 2203393 の反応式
[CH3:1][O:2][C:3]([C:5]1[C@@H:10]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[CH:13][C:12]=2[CH2:19][CH2:20][CH2:21][N:22]([CH3:24])[CH3:23])[N:9]2[C:25](=[O:28])[NH:26][N:27]=[C:8]2[N:7]([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:38])([F:37])[F:36])[CH:30]=2)[C:6]=1[CH3:39])=[O:4].Br[CH2:41][CH2:42][CH2:43][S:44]([CH3:47])(=[O:46])=[O:45]>CC#N>[CH:3]([O-:4])=[O:2].[C:17]([C:14]1[CH:15]=[CH:16][C:11]([C@H:10]2[N:9]3[C:25](=[O:28])[NH:26][N:27]=[C:8]3[N:7]([C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([C:35]([F:37])([F:36])[F:38])[CH:30]=3)[C:6]([CH3:39])=[C:5]2[C:3]([O:2][CH3:1])=[O:4])=[C:12]([CH2:19][CH2:20][CH2:21][N+:22]([CH2:41][CH2:42][CH2:43][S:44]([CH3:47])(=[O:46])=[O:45])([CH3:24])[CH3:23])[CH:13]=1)#[N:18]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 518920821-Bromo-3-methanesulfonylpropaneHCID 76284943(R)-5-[4-Cyano-2-(3-dimethylamino-propyl)-phenyl]-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrimidine-6-carboxylic acid methyl ester

生成物 1

HCID 76284989(3-{5-Cyano-2-[(R)-6-methoxycarbonyl-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3,5,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrimidin-5-yl]-phenyl}-propyl)-(3-methanesulfonyl-propyl)-dimethyl-ammonium formate収率 65.7%

試薬・触媒・溶媒

1
HCID 6342Acetonitrile溶媒

反応条件

温度
90 °C

実験手順

To a solution of Example 12 (150 mg, 0.28 mmol) in MeCN (2 mL) was added 1-bromo-3-methanesulfonyl-propane (225 mg, 1.12 mmol). The resulting mixture was heated at 90° C. for 40 minutes using microwave irradiation. The solvent was removed in vacuo and the resultant residue was purified by reverse phase chromatography (MDAP), giving the title compound as an off-white solid (65 mg)

後処理

  1. custommicrowave irradiation
  2. customThe solvent was removed in vacuo
  3. customthe resultant residue was purified by reverse phase chromatography (MDAP)

出典と根拠

ORDレコード
ord-e463bc89a36e4ad39ac774f7e77172df
出典データセット
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09365577B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート