4-(1,2,3-Thiadiazol-4-yl)benzaldehyde → 6-[2-(3-Chloro-4-methoxy-phenyl)-ethyl]-6-cyclopentyl-4-hydroxy-3-(4-[1,2,3]thiadiazol-4-yl-benzyl)-5,6-dihydro-pyran-2-one

HRID 1453162

反応式

HRID 1453162 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][C:12]2([CH:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)[O:17][C:16](=[O:18])[CH2:15][C:14](=[O:19])[CH2:13]2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[S:25]1[CH:29]=[C:28]([C:30]2[CH:37]=[CH:36][C:33]([CH:34]=O)=[CH:32][CH:31]=2)[N:27]=[N:26]1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][C:12]2([CH:20]3[CH2:24][CH2:23][CH2:22][CH2:21]3)[O:17][C:16](=[O:18])[C:15]([CH2:34][C:33]3[CH:36]=[CH:37][C:30]([C:28]4[N:27]=[N:26][S:25][CH:29]=4)=[CH:31][CH:32]=3)=[C:14]([OH:19])[CH2:13]2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

参加物

3

反応物 2

HCID 27764534-(1,2,3-Thiadiazol-4-yl)benzaldehydeHCID 160761096-(3-chloro-4-methoxyphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dione

生成物 1

HCID 587627156-[2-(3-Chloro-4-methoxy-phenyl)-ethyl]-6-cyclopentyl-4-hydroxy-3-(4-[1,2,3]thiadiazol-4-yl-benzyl)-5,6-dihydro-pyran-2-one

実験手順

The title compound was prepared by coupling the 6-[2-(3-Chloro-4-methoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione to 4-[1,2,3]thiadiazol-4-yl-benzaldehyde using the Me2NHBH3 method described in the synthesis of Example B(31). 1H NMR (DMSO-d6): d 1.36-1.71 (br m, 8H), 1.92 (m, 2H), 2.37 (m, 1H), 2.56 (m, 3H), 2.84 (d, 1H, J=17.5 Hz), 3.60 (d, 1H, J=14.3 Hz), 3.71 (d, 1H, J=14.3 Hz), 3.79 (s, 3H), 6.96 (s, 2H), 7.19 (s, 1H), 7.41 (d, 2H, J=8.1 Hz), 8.08 (d, 2H, J=8.3 Hz), 9.59 (s, 1H), 11.01 (s, 1H) Anal. Calcd. For C28H29N2O4ClS.0.75H2O: C, 62.44; H, 5.71; N, 5.20. Found: C, 62.43; H, 5.58; N, 5.30.

出典と根拠

ORDレコード
ord-2d3a06e906244e31b8b76f2ce1c23363
出典データセット
uspto-grants-2009_01
特許番号
US07473790B2

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