Hydrochloric Acid → HCID 67316367、化合物

HRID 1014427ノート

反応式

HRID 1014427 の反応式
Cl[C:2]1[N:3]=[C:4]([NH:21][C:22]2[CH:30]=[CH:29][CH:28]=[CH:27][C:23]=2[C:24](N)=[O:25])[C:5]2[CH:10]=[CH:9][N:8]([S:11]([C:14]3[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=3)(=[O:13])=[O:12])[C:6]=2[N:7]=1.[NH2:31][C:32]1[CH:33]=[C:34]([NH:39][C:40](=[O:45])[CH2:41][N:42]([CH3:44])[CH3:43])[CH:35]=[CH:36][C:37]=1[CH3:38].[I-].[K+].Cl.C(=O)(O)[O-].[Na+]>ClCCl>[CH3:43][N:42]([CH3:44])[CH2:41][C:40]([NH:39][C:34]1[CH:35]=[CH:36][C:37]([CH3:38])=[C:32]([NH:31][C:2]2[N:3]3[C:4](=[N:21][C:22]4[C:23]([C:24]3=[O:25])=[CH:27][CH:28]=[CH:29][CH:30]=4)[C:5]3[CH:10]=[CH:9][N:8]([S:11]([C:14]4[CH:15]=[CH:16][C:17]([CH3:20])=[CH:18][CH:19]=4)(=[O:12])=[O:13])[C:6]=3[N:7]=2)[CH:33]=1)=[O:45]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 4875Potassium IodideHCID 516892Sodium BicarbonateHCID 17607975N-(3-Amino-4-methylphenyl)-N~2~,N~2~-dimethylglycinamideHCID 25150094HCID 25150094、化合物

生成物 1

HCID 67316367HCID 67316367、化合物収率 823.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a pressurized vessel was added 2-({2-chloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)benzamide (1.0 g, 2.27 mmol), N1-(3-amino-4-methylphenyl)-N2,N2-dimethylglycinamide (0.590 g, 2.83 mmol), potassium iodide (<10 mg) and hydrochloric acid as a 4.0M solution in dioxanes (ca 4 mL). The resulting suspension was stirred until all solids had completely dissolved (24 hr.) The reaction was poured into into saturated sodium bicarbonate and diluted with dichloromethane. The organic layer was dried over sodium sulfate, volatiles removed under reduced pressure, and the solids triturated with diethyl ether to afford N2,N2-dimethyl-N1-[4-methyl-3-({3-[(4-methylphenyl)sulfonyl]-7-oxo-3,7-dihydropyrrolo[2′,3′:4,5]pyrimido[6,1-b]quinazolin-5-yl}amino)phenyl]glycinamide (1.11 g, 18.7 mmol, 82% yield) of sufficient purity for use in subsequent transformations. ESIMS (M+H)=596.

後処理

  1. dissolutionhad completely dissolved (24 hr.) The reaction
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. customvolatiles removed under reduced pressure
  4. customthe solids triturated with diethyl ether

出典と根拠

ORDレコード
ord-d54ebd19625045e58ed574fbbbb7f8e3
出典データセット
uspto-grants-2011_07
特許番号
US07981903B2

反応ノート

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