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

HRID 1486280
ノート
印刷プレビュー

反応式

HRID 1486280 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]=[CH:26][C:25]=1[F:31].[CH:32]1([C:35]#[C:36][C:37]([O:39][CH3:40])=[O:38])[CH2:34][CH2:33]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH:32]1([C:35]2[C:36]([C:37]([O:39][CH3:40])=[O:38])=[C:20]3[CH:19]=[C:18]([CH3:21])[CH:17]=[C:16]([O:22][CH2:23][C:24]4[C:25]([F:31])=[CH:26][CH:27]=[CH:28][C:29]=4[F:30])[N:15]3[N:14]=2)[CH2:34][CH2:33]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 117857852HCID 117857852、化合物

生成物 1

HCID 117859596Methyl 2-cyclopropyl-7-[(2,6-difluorobenzyl)oxy]-5-methylpyrazolo[1,5-a]pyridine-3-carboxylate収率 46.5%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

1.0 g (2.22 mmol) of 1-amino-2-[(2,6-difluorobenzyl)oxy]-4-methylpyridinium 2,4,6-trimethylbenzenesulphonate from Example 2A were dissolved in 7.2 ml of DMF, and 496 mg (4.00 mmol) of methyl 3-cyclopropylprop-2-ynoate were added. 552 mg (4.00 mmol) of potassium carbonate were added and the mixture was stirred at RT for 3 h. Subsequently, the mixture was poured onto 50 ml of water and stirred briefly, and the precipitated solids were filtered off, washed with water and dried. 384 mg of the title compound were obtained (46% of theory).

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-562c1974b1fc4462ac0ba6138cae27be
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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