Triethylamine → HCID 22291445、化合物

HRID 457314ノート

反応式

HRID 457314 の反応式
[NH2:1][C:2]1[CH:24]=[CH:23][C:5]2[CH2:6][CH2:7][C:8]3[C:9]([C:20]([NH2:22])=[O:21])=[N:10][N:11]([C:13]4[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=4)[C:12]=3[C:4]=2[CH:3]=1.[CH3:25][C:26]1[C:31]([C:32](O)=[O:33])=[CH:30][N:29]=[C:28]([Cl:35])[CH:27]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C.O>[Cl:35][C:28]1[N:29]=[CH:30][C:31]([C:32]([NH:1][C:2]2[CH:24]=[CH:23][C:5]3[CH2:6][CH2:7][C:8]4[C:9]([C:20]([NH2:22])=[O:21])=[N:10][N:11]([C:13]5[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=5)[C:12]=4[C:4]=3[CH:3]=2)=[O:33])=[C:26]([CH3:25])[CH:27]=1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 222917476-Chloro-4-methylpyridine-3-carboxylic acidHCID 22291910HCID 22291910、化合物

生成物 1

HCID 22291445HCID 22291445、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

The compound of example 244 (3.872 mmoles), 4-methyl-6-chloronicotinic acid from step 2 (5.828 mmoles), and HATU (5.844 mmoles) were dissolved in 20 mL DMF followed by the addition of 1.9 mL triethylamine. The mixture was stirred at room temperature overnight. The solvent was then stripped and the residue suspended in water, filtered, and washed with water. The solid was recrystallized from acetonitrile, then redissolved in acetonitrile, decolorized with decolorizing carbon, and dried over anhydrous MgSO4. The solvent was then stripped down to a solid. Mp: 280–284° C. 1H NMR (d6-DMSO, 400 MHz): δ 2.28 (s, 3H); 2.84–2.98 (m, 4H); 7.25–7.44 (m, 6H); 7.49 (s, 1H); 7.51–7.62 (m, 3H); 8.35 (s, 1H); 10.31 (s, 1H). 13C NMR (DMSO, 100 MHz): δ 19.13, 20.35, 29.67, 115.01, 117.07, 117.30, 120.08, 121.34, 126.19, 126.60, 128.72, 128.81, 129.58, 132.80, 133.42, 136.81, 136.84, 137.64, 139.71, 143.19, 148.42, 149.96, 151.59, 161.44, 163.88, 164.47, 164.78. M+1=476.

後処理

  1. filtrationfiltered
  2. washwashed with water
  3. customThe solid was recrystallized from acetonitrile
  4. dissolutionredissolved in acetonitrile
  5. dry with materialdried over anhydrous MgSO4

出典と根拠

ORDレコード
ord-f8ab3d912d334f82991e7dc5331c963c
出典データセット
uspto-grants-2007_03
特許番号
US07186743B2

反応ノート

読み込み中…