6'-Bromo-5''-methyl-3'H-dispiro[cyclobutane-1,2'-indene-1',2''-imidazol]-4''-amine → US8865911, 57 Isomer 1

HRID 539375

反応式

HRID 539375 の反応式
Br[C:2]1[CH:19]=[C:18]2[C:5]([CH2:6][C:7]3([C:11]42[N:15]=[C:14]([NH2:16])[C:13]([CH3:17])=[N:12]4)[CH2:10][CH2:9][CH2:8]3)=[CH:4][CH:3]=1.[C:20]([C:23]1[CH:24]=[C:25](B(O)O)[CH:26]=[N:27][CH:28]=1)#[C:21][CH3:22]>>[CH3:17][C:13]1[C:14]([NH2:16])=[N:15][C:11]2([C:18]3[C:5](=[CH:4][CH:3]=[C:2]([C:25]4[CH:26]=[N:27][CH:28]=[C:23]([C:20]#[C:21][CH3:22])[CH:24]=4)[CH:19]=3)[CH2:6][C:7]32[CH2:10][CH2:9][CH2:8]3)[N:12]=1

参加物

3

反応物 2

HCID 573866666'-Bromo-5''-methyl-3'H-dispiro[cyclobutane-1,2'-indene-1',2''-imidazol]-4''-amineHCID 574164825-(1-Propynyl)pyridine-3-boronic Acid (contains varying amounts of Anhydride)2 回

生成物 1

HCID 57386668US8865911, 57 Isomer 1収率 68%

実験手順

The title compound (60 mg, 68% yield) was prepared by the method described in Example 55, starting from 6′-bromo-5″-methyl-3′H-dispiro[cyclobutane-1,2′-indene-1′,2″-imidazol]-4″-amine (Example 54) (80 mg, 0.25 mmol) and 5-(prop-1-ynyl)pyridin-3-ylboronic acid (Intermediate 15, 53 mg, 0.33 mmol). 1H NMR (500 MHz, DMSO-d6) δ ppm 1.59 (m, 4 H) 1.83 (d, 1 H) 2.09 (s, 3 H) 2.16 (d, 1 H) 2.21 (s, 3 H) 3.23 (m, 2 H) 6.60 (s, 2 H) 6.89 (d, 1 H) 7.41 (d, 1 H) 7.54 (dd, 1 H) 7.91 (t, 1 H) 8.52 (d, 1 H) 8.67 (d, 1 H). MS (ES+) m/z 355 [M+H]+.

出典と根拠

ORDレコード
ord-b0e0fb189d294568bbb4ae9fe8f16798
出典データセット
uspto-grants-2014_10
特許番号
US08865911B2

関連ノート

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