تفاعل #66790

ord-5ffe6397100f49ed98689b45e15d39a1

معادلة التفاعل

CCOC(=O)c1c(N)sc2c1CCN(C(=O)OC(C)(C)C)C2
6-tert-butyl 3-ethyl 2-amino-4,7-dihydrothieno[2,3-c]pyridine-3,6(5H)-dicarboxylate
CCOC(=O)c1c(N)sc2c1CCN(C(=O)OC(C)(C)C)C2
6-tert-Butyl 3-ethyl 2-amino-4,7-dihydrothieno[2,3-c]pyridine-3,6(5H)-dicarboxylate
CC(=O)O.N=CN
formamidine acetate
CC(C)(C)OC(=O)N1CCc2c(sc3nc[nH]c(=O)c23)C1
title compound
المردود 88.0%
CC(C)(C)OC(=O)N1CCc2c(sc3nc[nH]c(=O)c23)C1
tert-Butyl 4-oxo-3,5,6,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine-7(4H)-carboxylate
المردود 88.0%

المذيبات

ظروف التفاعل

درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe solvent was removed in vacuo
  2. 2
    ترشيحThe precipitate was collected by suction filtration
  3. 3
    غسيلrinsed with ethyl acetate
  4. 4
    أخرىThe solid was dried

الإجراء التجريبي

To a solution of 6-tert-butyl 3-ethyl 2-amino-4,7-dihydrothieno[2,3-c]pyridine-3,6(5H)-dicarboxylate from Example 9A (1.23 kg, 3.77 mol) in DMF (10.3 L) was added formamidine acetate (588 g, 5.65 mol). The mixture was heated to 100° C. overnight. The solvent was removed in vacuo. The residue was stirred with ethyl acetate (3 L) for 2 h. The precipitate was collected by suction filtration and rinsed with ethyl acetate. The solid was dried to yield 1.02 kg (88%) of the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08524722B2uspto-grants-2013_09