Tetrahydrofuran → N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-2,5-dimethyl-1,3-oxazole-4-carboxamide

HRID 1874486

반응식

HRID 1874486 반응식
[CH3:1][C:2]1[O:3][C:4]([CH3:10])=[C:5]([C:7]([OH:9])=O)[N:6]=1.O1CCCC1.S(Cl)(Cl)=O.[NH2:20][C:21]1[CH:22]=[C:23]([CH:40]=[CH:41][C:42]=1[CH3:43])[O:24][C:25]1[CH:26]=[CH:27][C:28]2[N:29]([N:31]=[C:32]([NH:34][C:35]([CH:37]3[CH2:39][CH2:38]3)=[O:36])[N:33]=2)[CH:30]=1>CN(C)C=O.CN(C)C(=O)C>[CH:37]1([C:35]([NH:34][C:32]2[N:33]=[C:28]3[CH:27]=[CH:26][C:25]([O:24][C:23]4[CH:40]=[CH:41][C:42]([CH3:43])=[C:21]([NH:20][C:7]([C:5]5[N:6]=[C:2]([CH3:1])[O:3][C:4]=5[CH3:10])=[O:9])[CH:22]=4)=[CH:30][N:29]3[N:31]=2)=[O:36])[CH2:38][CH2:39]1

참가 물질

7

반응물 4

HCID 8028TetrahydrofuranHCID 24386Thionyl ChlorideHCID 27954652,5-Dimethyl-1,3-oxazole-4-carboxylic acidHCID 57749401N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide

생성물 1

HCID 57749120N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-2,5-dimethyl-1,3-oxazole-4-carboxamide수율 83.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 31374Dimethylacetamide용매

실험 절차

In the same manner as in Example 55 and using 2,5-dimethyl-1,3-oxazole-4-carboxylic acid (65.0 mg, 0.462 mmol), tetrahydrofuran (5 mL), thionyl chloride (77.0 μL, 0.888 mmol), N,N-dimethylformamide (2 drops), N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (129 mg, 0.399 mmol) and N,N-dimethylacetamide (6 mL) as starting materials, the title compound (148 mg, 83%) was obtained as a white solid.

출처 및 근거

ORD 기록
ord-196d45c95f2741a8aa25763dd55e2f97
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304557B2

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