Furan → 4-[4-(Furan-2-carbonyl)-piperazin-1-yl]-6-oxo-6,7-dihydro-thieno[2,3-b]-pyridine-5-carbonitrile

HRID 902477노트

반응식

HRID 902477 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.Cl[C:7]1[C:8]2[CH:18]=[CH:17][S:16][C:9]=2[NH:10][C:11](=[O:15])[C:12]=1[C:13]#[N:14].[O:19]1C=CC=[C:20]1[N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:20]([N:24]1[CH2:29][CH2:28][N:27]([C:7]2[C:8]3[CH:18]=[CH:17][S:16][C:9]=3[NH:10][C:11](=[O:15])[C:12]=2[C:13]#[N:14])[CH2:26][CH2:25]1)=[O:19]

참가 물질

4

실험 절차

To yield compounds of structure (III) wherein R2 is carbonitrile, R3 is furan, and R1 is as defined above, intermediate 4-chloro-6-oxo-6,7-dihydro-thieno[2,3-b]pyridine-5-carbonitrile, depicted by formula (50), was reacted with 1-(2-furyl)-piperazine to yield 4-[4-(furan-2-carbonyl)-piperazin-1-yl]-6-oxo-6,7-dihydro-thieno[2,3-b]-pyridine-5-carbonitrile, depicted by formula (52). This intermediate was either reacted with an appropriate halide (R1—X) or boronic acid (R1—B(OH)2) to yield target compounds of structure (III) with R2 as carbonitrile, R3 as furan, and R1 as defined above, as shown in Scheme 27.

출처 및 근거

ORD 기록
ord-c44a93c34f4e4502a1007685c5212542
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07365200B2

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