3-Furanmethanol → 3-Fluoro-N-[4-(3-furylmethoxy)-1-naphthyl]-5-piperidin-1-ylbenzamide

反応式

C(O[C:6](=[O:19])[NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([OH:18])=[CH:10][CH:9]=1)(C)(C)C.[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.[O:36]1[CH:40]=[CH:39][C:38]([CH2:41]O)=[CH:37]1>>[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:6]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][CH2:41][C:38]2[CH:39]=[CH:40][O:36][CH:37]=2)=[CH:10][CH:9]=1)=[O:19]

参加物

反応物 3

HCID 204493-Furanmethanol

HCID 10923237tert-Butyl (4-hydroxynaphthalen-1-yl)carbamate

HCID 595531803-Fluoro-5-piperidinylbenzoic acid

生成物 1

HCID 595533493-Fluoro-N-[4-(3-furylmethoxy)-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 furan-3-yl-methanol according to conditions described in general procedure D. A pink solid is produced (12 mg). Mp: 152-153° C.; 1H NMR (300 MHz, CDCl3) δ 1.63-1.69(m, 6H), 3.20-3.27(m, 2H), 5.13(s, 2H), 6.58(s, 1H), 6.75(d, J=12.6 Hz, 1H), 6.89(d, J=8.4 Hz, 1H), 6.98(d, J=9.0 Hz, 1H), 7.30(s, 1H), 7.47-7.59(m, 4H), 7.12(d, J=8.1 Hz, 1H), 7.83(d, J=8.4 Hz, 1H), 7.95(s, 1H), 8.32(d, J=8.1 Hz, 1H); MS 445 (M+1).

後処理

customA pink solid is produced (12 mg)

出典と根拠

ORDレコード: ord-2ffaae4e8777448989c677dc1f819383
出典データセット: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08114873B2

反応ノート

読み込み中…