Diisopropylethylamine → 4-Chloro-1-({5-[1-methyl-5-(trifluoromethyl)-1H-pyrazol-4-yl]-1,2,4-oxadiazol-3-yl}methyl)-2-propyl-1H-indole-5-carbonitrile

HRID 913626

反応式

HRID 913626 の反応式
[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH2:19][CH2:20][CH3:21])[N:6]2[CH2:13]/[C:14](=[N:17]/[H])/[NH:15][OH:16].C(P1(=O)OP(CCC)(=O)OP(CCC)(=O)O1)CC.[CH3:40][N:41]1[C:45]([C:46]([F:49])([F:48])[F:47])=[C:44]([C:50](O)=O)[CH:43]=[N:42]1.CCN(C(C)C)C(C)C>C1COCC1>[Cl:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH2:19][CH2:20][CH3:21])[N:6]2[CH2:13][C:14]1[N:17]=[C:50]([C:44]2[CH:43]=[N:42][N:41]([CH3:40])[C:45]=2[C:46]([F:49])([F:47])[F:48])[O:16][N:15]=1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 111923Propylphosphonic anhydrideHCID 28077711-Methyl-5-(trifluoromethyl)pyrazole-4-carboxylic AcidHCID 178506478HCID 178506478、化合物

生成物 1

HCID 578004544-Chloro-1-({5-[1-methyl-5-(trifluoromethyl)-1H-pyrazol-4-yl]-1,2,4-oxadiazol-3-yl}methyl)-2-propyl-1H-indole-5-carbonitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Synthesized as described in Example 32A and Example 33 using (1Z)-2-(4-chloro-5-cyano-2-propyl-1H-indol-1-yl)-N-hydroxyethanimidamide (0.030 g, 0.1 mmol) in anhydrous THF (5 mL) with propanephosphonic acid cyclic anhydride (T3P) (0.034 g, 0.12 mmol), 1-methyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (0.0194 g, 0.1 mmol) and DIEA (0.016 g, 0.12 mmol) and stirred at rt for 1 h and then heated at 120° C. for 2 h in the microwave: 1H NMR (400 MHz, CDCl3) δ 8.07 (s, 1 H), 7.88 (d, J=0.9 Hz, 1 H), 7.53 (d, J=8.9 Hz, 1 H), 7.45 (d, J=8.6 Hz, 1 H), 5.40 (s, 2 H), 4.01 (s, 3 H), 2.96 (t, 2 H), 1.87-1.68 (m, 2 H), 1.03 (t, 3 H); MS (ES) m/z 449 (M+1).

後処理

  1. customSynthesized
  2. temperatureheated at 120° C. for 2 h in the microwave

出典と根拠

ORDレコード
ord-4663d65bc0ce4b6e911be188ed510e40
出典データセット
uspto-grants-2011_09
特許番号
US08026262B2

関連ノート

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