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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
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HRID 1486319 반응식
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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매

1
HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-db15260b6b0c4ddaa048da130a31599c
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09422285B2

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