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L-Methionine → 4-Chloro-7-methoxyquinazolin-6-yl acetate

HRID 1666241
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HRID 1666241 반응식
C[O:2][C:3]1[CH:4]=C2C(=CC=1OC)NC(=O)N=C2.CS(O)(=O)=O.N[C@H](C(O)=O)CCSC.[OH:30][C:31]1[CH:32]=[C:33]2[C:38](=[CH:39][C:40]=1[O:41][CH3:42])[NH:37][C:36](=O)[N:35]=[CH:34]2.O=S(Cl)[Cl:46]>>[Cl:46][C:34]1[C:33]2[C:38](=[CH:39][C:40]([O:41][CH3:42])=[C:31]([O:30][C:3](=[O:2])[CH3:4])[CH:32]=2)[N:37]=[CH:36][N:35]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 6137L-MethionineHCID 6395Methanesulfonic AcidHCID 24386Thionyl ChlorideHCID 127263032(1H)-Quinazolinone, 6,7-dimethoxy-HCID 674343496-Hydroxy-7-methoxy-quinazolone

생성물 1

HCID 220221604-Chloro-7-methoxyquinazolin-6-yl acetate

실험 절차

6,7-dimethoxy-quinazolone was reacted with methanesulfonic acid and L-methionine under reflux for 2 h, and then the mixture was poured into ice water to deposit a solid, which is 6-hydroxy-7-methoxy-quinazolone intermediate. After the hydroxyl group therein was protected by acylation, the intermediate was treated with SOCl2 to obtain 4-chloro-6-acetoxy-7-methoxy-quinazoline.

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후처리

  1. temperatureunder reflux for 2 h

출처 및 근거

ORD 기록
ord-56a3e43f350043149026fb0f72e55506
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08044063B2

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