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1,1'-Carbonyldiimidazole → 5-[3-(2-Fluoro-4-iodo-phenylamino)-pyridin-4-yl]-[1,2,4]oxadiazole-3-carboxylic acid ethyl ester

HRID 658377
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HRID 658377 반응식
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:18]=[N:17][CH:16]=[CH:15][C:11]=1[C:12]([OH:14])=O.N1(C(N2C=CN=C2)=O)C=CN=C1.[CH2:31]([O:33][C:34](=[O:39])[C:35]([NH:37]O)=[NH:36])[CH3:32]>CN(C=O)C.O>[CH2:31]([O:33][C:34]([C:35]1[N:37]=[C:12]([C:11]2[CH:15]=[CH:16][N:17]=[CH:18][C:10]=2[NH:9][C:3]2[CH:4]=[CH:5][C:6]([I:8])=[CH:7][C:2]=2[F:1])[O:14][N:36]=1)=[O:39])[CH3:32]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 590267913-((2-Fluoro-4-iodophenyl)amino)isonicotinic acidHCID 178472862HCID 178472862, 화합물

생성물 1

HCID 590267925-[3-(2-Fluoro-4-iodo-phenylamino)-pyridin-4-yl]-[1,2,4]oxadiazole-3-carboxylic acid ethyl ester수율 61.9%

시약·촉매·용매 2

HCID 962Water용매
HCID 6228
Dimethylformamide
용매

실험 절차

A reaction mixture of 3-(2-Fluoro-4-iodo-phenylamino)-isonicotinic acid (1000 mg, 2.79 mmol, 1.00 eq), and Di-imidazol-1-yl-methanone ((543 mg, 3.35 mmol, 1.20 eq) in DMF was stirred for 4 hrs at RT under argon. Then hydroxyamino-imino-acetic acid ethyl ester (612 mg, 4.19 mmol, 1.5 eq.) was added and the reaction mixture was stirred overnight, and then diluted with water. A yellow precipitate was formed that was filtered to afford the product (785 mg). [5.46 min; 455 (M+1)]

후처리

  1. stirringthe reaction mixture was stirred overnight
  2. customA yellow precipitate was formed
  3. filtrationthat was filtered

출처 및 근거

ORD 기록
ord-fe79a50fbf9e48fb9901f50a0b6efd9d
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08076486B2

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