3,4-Dimethoxyphenethyl alcohol → N-{4-[2-(3,4-Dimethoxyphenyl)ethoxy]-1-naphthyl}-3-fluoro-5-piperidin-1-ylbenzamide

HRID 1171365

反応式

HRID 1171365 の反応式
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([NH:12][C:13](=[O:19])OC(C)(C)C)=[CH:4][CH:3]=1.[F:20][C:21]1[CH:22]=[C:23]([CH:27]=[C:28]([N:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)[CH:29]=1)C(O)=O.[CH3:36][O:37][C:38]1[CH:39]=[C:40]([CH2:46][CH2:47]O)[CH:41]=[CH:42][C:43]=1[O:44][CH3:45]>>[CH3:36][O:37][C:38]1[CH:39]=[C:40]([CH2:46][CH2:47][O:1][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]([NH:12][C:13](=[O:19])[C:23]3[CH:27]=[C:28]([N:30]4[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]4)[CH:29]=[C:21]([F:20])[CH:22]=3)=[CH:4][CH:3]=2)[CH:41]=[CH:42][C:43]=1[O:44][CH3:45]

参加物

4

反応物 3

HCID 819113,4-Dimethoxyphenethyl alcoholHCID 10923237tert-Butyl (4-hydroxynaphthalen-1-yl)carbamateHCID 595531803-Fluoro-5-piperidinylbenzoic acid

生成物 1

HCID 59553461N-{4-[2-(3,4-Dimethoxyphenyl)ethoxy]-1-naphthyl}-3-fluoro-5-piperidin-1-ylbenzamide

実験手順

Compound is prepared from tert-butyl (4-hydroxy-1-naphthyl)carbamate, 3-fluoro-5-piperidin-1-yl-benzoic acid and 2-(3,4-Dimethoxy-phenyl)-ethanol according to conditions described in general procedure D. A deep pink solid is produced (42 mg). Mp: 158-160° C.; 1H NMR (300 MHz, CDCl3) δ 1.60-1.68 (m, 6H), 3.00 (d, J=6.3 Hz, 1H), 3.18-3.27 (m, 5H), 3.85-3.87 (m, 6H), 4.35 (d, J=6.6 Hz, 1H), 4.48 (d, J=7.2 Hz, 1H), 6.71-6.91 (m, 4H), 6.98 (d, J=7.8 Hz, 1H), 7.08 (d, J=8.4 Hz, 1H), 7.30-7.34 (m, 1H), 7.46-7.56 (m, 2H), 7.69 (d, J=7.8 Hz, 1H), 7.82 (d, J=7.8 Hz, 1H), 7.94 (s, 1H), 8.33 (d, J=9.0 Hz, 1H); MS 529 (M+1).

後処理

  1. customA deep pink solid is produced (42 mg)

出典と根拠

ORDレコード
ord-c67b8f6c157c469abfcfac692825de96
出典データセット
uspto-grants-2010_11
特許番号
US07829560B2

関連ノート

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