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Water → Methyl 2-cyclopropyl-5-methyl-7-[(2,3,6-trifluorobenzyl)oxy]pyrazolo[1,5-a]pyridine-3-carboxylate

HRID 1486319
ノート
印刷プレビュー

反応式

HRID 1486319 の反応式
CC1C=C(C)C=C(C)C=1S([O-])(=O)=O.[NH2:14][N+:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][C:16]=1[O:22][CH2:23][C:24]1[C:29]([F:30])=[CH:28][CH:27]=[C:26]([F:31])[C:25]=1[F:32].[CH:33]1([C:36]#[C:37][C:38]([O:40][CH3:41])=[O:39])[CH2:35][CH2:34]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH:33]1([C:36]2[C:37]([C:38]([O:40][CH3:41])=[O:39])=[C:20]3[CH:19]=[C:18]([CH3:21])[CH:17]=[C:16]([O:22][CH2:23][C:24]4[C:29]([F:30])=[CH:28][CH:27]=[C:26]([F:31])[C:25]=4[F:32])[N:15]3[N:14]=2)[CH2:35][CH2:34]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 701378Methyl 3-cyclopropylprop-2-ynoateHCID 1178586661-Amino-4-methyl-2-[(2,3,6-trifluorobenzyl)oxy]pyridinium 2,4,6-trimethylbenzenesulphonate

生成物 1

HCID 117859803Methyl 2-cyclopropyl-5-methyl-7-[(2,3,6-trifluorobenzyl)oxy]pyrazolo[1,5-a]pyridine-3-carboxylate収率 39.5%

試薬・触媒・溶媒

1
HCID 6228Dimethylformamide溶媒

実験手順

1.45 g (3.00 mmol, purity 98%) of 1-amino-4-methyl-2-[(2,3,6-trifluorobenzyl)oxy]pyridinium 2,4,6-trimethylbenzenesulphonate from Example 155A were dissolved in 9.7 ml of DMF and admixed with 670 mg (5.40 mmol) of methyl 3-cyclopropylprop-2-ynoate. 747 mg (5.40 mmol) of potassium carbonate was added and the mixture was stirred at RT for 3 h. Subsequently, the mixture was poured onto 73 ml of water and stirred briefly, and the precipitated solids were filtered off, washed with water and dried. 462 mg of the title compound were obtained (33% of theory; 85% purity).

後処理

  1. stirringstirred briefly
  2. filtrationthe precipitated solids were filtered off
  3. washwashed with water
  4. customdried

出典と根拠

ORDレコード
ord-db15260b6b0c4ddaa048da130a31599c
出典データセット
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09422285B2

反応ノート

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