Hydrochloric Acid → HCID 59199417、化合物

HRID 2089530ノート

反応式

HRID 2089530 の反応式
Cl.[CH3:2][O:3][C:4]([C:6]1[N:7]([CH:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14](O)([CH3:21])[CH2:13][C:12]2([CH3:24])[CH3:23])[CH:8]=[N:9][CH:10]=1)=[O:5]>CO>[CH3:2][O:3][C:4]([C:6]1[N:7]([CH:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]([CH3:21])=[CH:13][C:12]2([CH3:24])[CH3:23])[CH:8]=[N:9][CH:10]=1)=[O:5]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 591994333-(4-hydroxy-2,2,4-trimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-3H-imidazole-4-carboxylic acid methyl ester

生成物 1

HCID 59199417HCID 59199417、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

To a 1.25 M anhydrous methanol solution of HCl (3 mL) is added 3-(4-hydroxy-2,2,4-trimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-3H-imidazole-4-carboxylic acid methyl ester, which can be prepared as described in Example 38, (85 mg, 0.27 mmol). The reaction is then heated to 50° C., and is then concentrated to dryness. The resulting residue is purified by silica gel flash chromatography (diethylamine-methanol-dichloromethane, 0.5:1:98.5) to provide 3-(2,2,4-trimethyl-1,2-dihydro-naphthalen-1-yl)-3H-imidazole-4-carboxylic acid methyl ester; MS: (ESI) m/z 297.0 (M+H)+; 1H NMR (400 MHz, CDCl3) δ ppm 0.86 (s, 3 H), 1.13 (s, 3 H), 2.15 (d, J=1.3 Hz, 3 H), 3.91 (s, 3 H), 5.56 (s, 1 H), 6.31 (s, 1 H), 7.16-7.26 (m, 2 H), 7.31-7.41 (m, 2 H), 7.43 (s, 1 H), 7.70 (s, 1 H). The HCl salt of the title compound can be prepared by dissolution in diethyl ether followed by treatment with an excess of 1N HCl in diethyl ether. The resulting heterogeneous solution is concentrated to afford the HCl salt of 3-(2,2,4-trimethyl-1,2-dihydro-naphthalen-1-yl)-3H-imidazole-4-carboxylic acid methyl ester.

後処理

  1. customcan be prepared
  2. concentrationis then concentrated to dryness
  3. customThe resulting residue is purified by silica gel flash chromatography (diethylamine-methanol-dichloromethane, 0.5:1:98.5)

出典と根拠

ORDレコード
ord-99bb2b2f88654c98afe3b2c912fff6f7
出典データセット
uspto-grants-2013_05
特許番号
US08436035B2

反応ノート

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