3-Butyn-1-OL → O,N-diBoc-2-(4-amino-2-fluorophenoxy)-5-(3-thienyl ethynyl)phenol

HRID 626051

반응식

HRID 626051 반응식
[C:1]([O:8][C:9]1[CH:14]=[C:13](Br)[CH:12]=[CH:11][C:10]=1[O:16][C:17]1[CH:22]=[CH:21][C:20]([N:23](C(OC(C)(C)C)=O)[C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])=[CH:19][C:18]=1[F:38])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C(O)CC#C.[C:44]([C:46]1[CH:50]=[CH:49][S:48][CH:47]=1)#[CH:45]>>[C:1]([O:8][C:9]1[CH:14]=[C:13]([C:45]#[C:44][C:46]2[CH:50]=[CH:49][S:48][CH:47]=2)[CH:12]=[CH:11][C:10]=1[O:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24]([O:26][C:27]([CH3:28])([CH3:30])[CH3:29])=[O:25])=[CH:19][C:18]=1[F:38])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

참가 물질

4

반응물 3

HCID 135663-Butyn-1-OLHCID 35484223-EthynylthiopheneHCID 59191361O,N,N-triBoc-2-(4-amino-2-fluorophenoxy)-5-bromophenol

생성물 1

HCID 59191226O,N-diBoc-2-(4-amino-2-fluorophenoxy)-5-(3-thienyl ethynyl)phenol

실험 절차

According to the procedure of example 11 (a) except substituting 5-bromo-2-(2-methoxy-4-propylphenoxy)pyridine by O,N,N-triBoc-2-(4-amino-2-fluorophenoxy)-5-bromophenol (0.62 mmol; 363 mg) and 3-butyn-1-ol by 3-ethynylthiophene (1.55 mmol; 153 μL), the title compound was obtained as a yellow solid (60%, 195 mg) after purification on silica gel (cyclohexane/ethyl acetate gradient).

출처 및 근거

ORD 기록
ord-7385f26e2a134621bf5ed34e3f71f4a6
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309179B2

연결된 노트

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