溴化氰 → 2-氨基喹唑啉

HRID 41350

反应方程式

HRID 41350 反应方程式
[CH:1]1[C:6]2[N:7]=[C:8]3[N:13]([CH2:14][C:5]=2[C:4](Cl)=[C:3](Cl)[CH:2]=1)CC(=O)[NH:9]3.O.Cl.C(N(CC1C(N)=CC=C(Cl)C=1Cl)CC(O)=O)C.N#CBr>C1(C)C=CC=CC=1>[NH:9]=[C:8]1[N:13]=[CH:14][C:5]2[C:6](=[CH:1][CH:2]=[CH:3][CH:4]=2)[NH:7]1

参与物

6

反应物 4

HCID 10476溴化氰2 次HCID 21885828Hydrate;hydrochloride2 次HCID 67080112ethyl-N-(6-amino-2,3-dichlorobenzyl)glycine2 次HCID 135409400Anagrelide

产物 1

HCID 1785082862-氨基喹唑啉

试剂、催化剂与溶剂 1

HCID 1140甲苯溶剂

实验过程

Commercially, as discussed in U.S. Pat. No. 5,801,245, and as shown in FIG. 1, anagrelide has been prepared as the hydrochloride monohydrate (compound IV) from the intermediate, ethyl-N-(6-amino-2,3-dichlorobenzyl)glycine (compound I) either by reaction with cyanogen bromide in hot alcoholic solution, or, preferentially, by reaction with cyanogen bromide in an aprotic solvent such as toluene to give the iminoquinazoline intermediate (compound II), which is isolated and then reacted with a base in a hot solution of alcohol to form anagrelide base (compound III).

来源与证据

ORD记录
ord-16c12e29c27c4e31ace7baeccc73080c
来源数据集
uspto-grants-2013_09
专利号
US08530651B2

关联笔记

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