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

HRID 913625

反応式

HRID 913625 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.[Cl:40][C:41]1[N:45]([CH3:46])[N:44]=[C:43]([C:47]([F:50])([F:49])[F:48])[C:42]=1[C:51](O)=O.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:51]([C:42]2[C:43]([C:47]([F:50])([F:48])[F:49])=[N:44][N:45]([CH3:46])[C:41]=2[Cl:40])[O:16][N:15]=1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 111923Propylphosphonic anhydrideHCID 27738065-Chloro-1-Methyl-3-(Trifluoromethyl)-1H-Pyrazole-4-Carboxylic AcidHCID 178506478HCID 178506478、化合物

生成物 1

HCID 578004374-Chloro-1-({5-[5-chloro-1-methyl-3-(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), 5-chloro-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid (0.023 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 7.88 (d, J=8.6 Hz, 1 H), 7.46 (d, J=8.4 Hz, 1 H), 7.31 (s, 1 H), 4.99 (s, 2 H), 3.95 (s, 3 H), 2.87 (t, 2 H), 1.80-1.58 (m, 2 H), 1.01 (t, 3 H); MS (ES) m/z 484 (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-007491b73e964b0898a8294d36f9211f
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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