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4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride → 2-(3-Fluoro-phenyl)-4-methyl-pyrimidine-5-carboxylic acid (3-ethyl-5-trifluoromethyl-indol-1-yl)-amide

HRID 2382057
ノート
印刷プレビュー

反応式

HRID 2382057 の反応式
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12]([CH3:14])[C:11]([C:15]([OH:17])=O)=[CH:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:18]([C:20]1[C:28]2[C:23](=[CH:24][CH:25]=[C:26]([C:29]([F:32])([F:31])[F:30])[CH:27]=2)[N:22]([NH2:33])[CH:21]=1)[CH3:19].C[N+]1(C2N=C(OC)N=C(OC)N=2)CCOCC1.[Cl-]>CN(C=O)C.C([O-])([O-])=O.[Na+].[Na+]>[CH2:18]([C:20]1[C:28]2[C:23](=[CH:24][CH:25]=[C:26]([C:29]([F:30])([F:32])[F:31])[CH:27]=2)[N:22]([NH:33][C:15]([C:11]2[C:12]([CH3:14])=[N:13][C:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)=[N:9][CH:10]=2)=[O:17])[CH:21]=1)[CH3:19]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 27340594-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chlorideHCID 617025872-(3-Fluorophenyl)-4-methylpyrimidine-5-carboxylic acidHCID 685542413-Ethyl-5-trifluoromethyl-indol-1-ylamine

生成物 1

HCID 591999642-(3-Fluoro-phenyl)-4-methyl-pyrimidine-5-carboxylic acid (3-ethyl-5-trifluoromethyl-indol-1-yl)-amide収率 54.2%

試薬・触媒・溶媒 2

HCID 6228
Dimethylformamide
溶媒
HCID 10340Sodium Carbonate溶媒

反応条件

温度
50 °C

実験手順

A solution of 2-(3-fluoro-phenyl)-4-methyl-pyrimidine-5-carboxylic acid (232 mg, 1.0 mmol) and 3-ethyl-5-trifluoromethyl-indol-1-ylamine (228 mg, 1 mmol) in DMF (5 mL) is stirred at 50° C. for 1 h. The mixture is treated with DMTMM (276 mg, 1 mmol) and stirred at 50° C. for 2 h. The mixture is diluted with saturated aqueous Na2CO3 (5 mL) and stirred for 5 min. The precipitate is collected by filtration and dried in vacuo to afford 2-(3-fluoro-phenyl)-4-methyl-pyrimidine-5-carboxylic acid (3-ethyl-5-trifluoromethyl-indol-1-yl)-amide (240 mg, 54%). MS: 443 (M+H); 1H NMR (300 MHz, DMSO-d6): δ 9.24 (s, 1H), 8.34 (d, 1H), 8.26 (d, 1H), 8.19 (s, 1H), 7.58 (m, 2H), 7.42 (m, 3H), 2.84 (q, 2H), 2.78 (s, 3H), 1.31 (t, 3H).

後処理

  1. stirringstirred for 5 min
  2. filtrationThe precipitate is collected by filtration
  3. customdried in vacuo

出典と根拠

ORDレコード
ord-2cbb8b00ce894eb8b8c6f2380b53f14b
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08258130B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート