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

HRID 902477ノート

反応式

HRID 902477 の反応式
[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]

参加物

4

実験手順

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.

出典と根拠

ORDレコード
ord-c44a93c34f4e4502a1007685c5212542
出典データセット
uspto-grants-2008_04
特許番号
US07365200B2

反応ノート

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