(2-Amino-2-methylpropyl)dimethylamine → Ammonium Hydroxide

HRID 2085470ノート

反応式

HRID 2085470 の反応式
[NH2:1][C:2]1[N:3]=[C:4]([NH:17][C:18]2[CH:26]=[CH:25][C:21]([C:22]([OH:24])=O)=[CH:20][CH:19]=2)[S:5][C:6]=1[C:7](=[O:16])[C:8]1[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:9]=1[F:15].[CH3:27][C:28]([NH2:34])([CH3:33])[CH2:29][N:30]([CH3:32])[CH3:31].C[OH:36].C(Cl)(Cl)[Cl:38]>>[ClH:38].[ClH:38].[NH2:1][C:2]1[N:3]=[C:4]([NH:17][C:18]2[CH:19]=[CH:20][C:21]([C:22]([NH:34][C:28]([CH3:33])([CH3:27])[CH2:29][N:30]([CH3:32])[CH3:31])=[O:24])=[CH:25][CH:26]=2)[S:5][C:6]=1[C:7](=[O:16])[C:8]1[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:9]=1[F:15].[NH4+:1].[OH-:36]

参加物

5

反応物 3

HCID 226843(2-Amino-2-methylpropyl)dimethylamineHCID 112573524-[4-Amino-5-(2,6-difluoro-benzoyl)-thiazol-2-ylamino]-benzoic AcidHCID 21584188Chloroform methanol

生成物 2

HCID 14923Ammonium Hydroxide収率 58%HCID 227310734-[4-Amino-5-(2,6-difluoro-benzoyl)-thiazol-2-ylamino]-N-(2-dimethylamino-1,1-dimethyl-ethyl)-benzamide Dihydrochloride

実験手順

The title compound was prepared in a manner analogous to Step 3 of Method A, from 4-[4-amino-5-(2,6-difluoro-benzoyl)-thiazol-2-ylamino]-benzoic acid (3) and 2,N1,N1-trimethyl-propane-1,2-diamine (Tsuji, et al Chem. Pharm. Bull. Vol. 12, pp. 946-950 (1964)). Radial chromatography with 0.5% (58% NH4OH)/5%MeOH/CHCl3 gave a yellow oil, which was placed in CHCl3, treated with 4M HCl in dioxane (2.2 equiv), and azeotroped from CHCl3 in succession to provide 100 mg of yellow powder in 23% yield, mp 275-290° C. (decomp).

出典と根拠

ORDレコード
ord-d6369c890bb946b49fff00c8c4f1a7e2
出典データセット
uspto-grants-2004_04
特許番号
US06720346B2

反応ノート

読み込み中…