3-甲基吲哚 → HCID 58386489，化合物

HRID 74526

反应方程式

HRID 74526 反应方程式
[H-].[Na+].[CH3:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[Cl:13][C:14]1[N:19]=[CH:18][N:17]=[C:16]([C:20](Cl)=[O:21])[CH:15]=1.CCOC(C)=O>C1COCC1>[Cl:13][C:14]1[N:19]=[CH:18][N:17]=[C:16]([C:20]([N:6]2[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:4]([CH3:3])=[CH:5]2)=[O:21])[CH:15]=1

参与物

6

反应物 4

HCID 67363-甲基吲哚HCID 8857乙酸乙酯HCID 24758氢化钠HCID 184220986-氯-嘧啶4-甲酰氯

产物 1

HCID 58386489HCID 58386489，化合物

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

实验过程

Under a nitrogen atmosphere 120 mg (3.00 mmol) sodium hydride (60% in mineral oil) were added batchwise to 380 mg (2.90 mmol) 3-methylindole in 15 mL THF and the mixture was stirred for 30 min at RT. 500 mg (2.83 mmol) 6-chloropyrimidine-4-carboxylic acid chloride were added batchwise and then the reaction mixture was stirred for 2 h at RT. Then 50 mL EtOAc were added and the mixture was washed with 50 mL saturated sodium hydrogen carbonate solution (1×), 30 mL water and with 50 mL 1 M hydrochloric acid. The organic phase was dried on sodium sulphate, filtered and then evaporated down i. vac. The product was used in the next step without further purification.

后处理

  1. stirringthe reaction mixture was stirred for 2 h at RT
  2. washthe mixture was washed with 50 mL saturated sodium hydrogen carbonate solution (1×), 30 mL water and with 50 mL 1 M hydrochloric acid
  3. customThe organic phase was dried on sodium sulphate
  4. filtrationfiltered
  5. customevaporated down i
  6. customThe product was used in the next step without further purification

来源与证据

ORD记录
ord-d1f7ccbf2f7d40a5bcc870d4b8890987
来源数据集
uspto-grants-2014_09
专利号
US08829006B2

关联笔记

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