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HRID1891026

反应详情

EQUATION

反应方程式

HRID 1891026 的结构方程式

REACTANTS

反应物

2
结构：CC(=O)O.N=CN
HCID160693

未命名化合物

结构：CCOC(=O)c1c(N)sc2c1CCN(C(=O)OC(C)(C)C)C2
HCID2794740

6-tert-Butyl 3-ethyl 2-amino-4,7-dihydrothieno[2,3-c]pyridine-3,6(5H)-dicarboxylate

C15H22N2O4S

PRODUCTS

生成物

1
结构：CC(C)(C)OC(=O)N1CCc2c(sc3nc[nH]c(=O)c23)C1
HCID49788562

tert-Butyl 4-oxo-3,5,6,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidine-7(4H)-carboxylate

C14H17N3O3S

收率 90.7%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

CONDITIONS

反应条件

温度
100 °C

PROCEDURE

实验过程

A mixture of 2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3,6-dicarboxylic acid 6-tert-butyl ester 3-ethyl ester (18.5 g) and formamidine acetate (8.85 g) in DMF (100 mL) were heated at 100° C. for 16 h. The reaction mixture was cooled and concentrated. The residues was partitioned between water and ethyl acetate. The organic layer was washed with water 3 times and concentrated to give the title compound (15.8 g, 90%). 1H NMR (400 MHz, CDCl3): δ 7.88 (s, 1H), 4.56-4.62 (brs, 2H), 3.62-3.70 (brs, 2H), 3.02-3.08 (brs, 2H), 1.42 (s, 9H). LC-MS (ESI) m/z 308.1 (M+H).

WORKUP

后处理

  1. temperatureThe reaction mixture was cooled
  2. concentrationconcentrated
  3. customThe residues was partitioned between water and ethyl acetate
  4. washThe organic layer was washed with water 3 times
  5. concentrationconcentrated