4-Methyl-5-(2-hydroxyethyl)thiazole → 3-Fluoro-N-{4-[2-(4-methyl-1,3-thiazol-5-yl)ethoxy]-1-naphthyl}-5-piperidin-1-ylbenzamide

HRID 1171360

反応式

HRID 1171360 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][C:37]1[N:38]=[CH:39][S:40][C:41]=1[CH2:42][CH2:43]O>>[F:20][C:21]1[CH:22]=[C:23]([CH:27]=[C:28]([N:30]2[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]2)[CH:29]=1)[C:13]([NH:12][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([O:1][CH2:43][CH2:42][C:41]2[S:40][CH:39]=[N:38][C:37]=2[CH3:36])=[CH:3][CH:4]=1)=[O:19]

参加物

4

反応物 3

HCID 11364-Methyl-5-(2-hydroxyethyl)thiazoleHCID 10923237tert-Butyl (4-hydroxynaphthalen-1-yl)carbamateHCID 595531803-Fluoro-5-piperidinylbenzoic acid

生成物 1

HCID 595534763-Fluoro-N-{4-[2-(4-methyl-1,3-thiazol-5-yl)ethoxy]-1-naphthyl}-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-(4-methylthiazol-5-yl)-ethanol according to conditions described in general procedure D. A pink solid is produced (12 mg). Mp: 221-222° C.; 1H NMR (300 MHz, CDCl3) δ 1.62-1.69 (m, 6H), 2.50 (s, 3H), 3.20-3.27 (m, 5H), 3.40 (t, J=6.3 Hz, 1H), 4.34 (t, J=6.0 Hz, 1H), 4.46 (t, J=6.6 Hz, 1H), 6.73-6.82 (m, 2H), 6.98 (d, J=8.1Hz, 1H), 7.06-7.10 (m, 1H), 7.31-7.35 (m, 1H), 7.50-7.59 (m, 2H), 7.73 (d, J=9.3 Hz, 1H), 7.83 (d, J=7.8 Hz, 1H), 7.93 (s, 1H), 8.32-8.35 (m, 1H), 8.60-8.62 (m, 1H); MS 490 (M+1).

後処理

  1. customA pink solid is produced (12 mg)

出典と根拠

ORDレコード
ord-21a1559e0cca4e06904c2ecfa5f69c7a
出典データセット
uspto-grants-2010_11
特許番号
US07829560B2

関連ノート

読み込み中…