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Anthranilamide → N-[2-(Aminocarbonyl)phenyl]-2-(3-pyridinyl)-4-thiazolecarboxamide

HRID 1685484
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HRID 1685484 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[S:8][CH:9]=[C:10]([C:12]([OH:14])=O)[N:11]=2)[CH:2]=1.[NH2:15][C:16]1[CH:24]=[CH:23][CH:22]=[CH:21][C:17]=1[C:18]([NH2:20])=[O:19].O.ON1C2C=CC=CC=2N=N1.C1(N=C=NCCN2CCOCC2)CCCCC1>N1C=CC=CC=1.C(Cl)(Cl)Cl>[NH2:20][C:18]([C:17]1[CH:21]=[CH:22][CH:23]=[CH:24][C:16]=1[NH:15][C:12]([C:10]1[N:11]=[C:7]([C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[S:8][CH:9]=1)=[O:14])=[O:19]
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참가 물질

7

반응물 4

HCID 6942AnthranilamideHCID 849981-Cyclohexyl-3-(2-morpholinoethyl)carbodiimideHCID 7365132-(3-Pyridyl)thiazole-4-carboxylic acidHCID 27960291-Hydroxybenzotriazole hydrate

생성물 1

HCID 42639093N-[2-(Aminocarbonyl)phenyl]-2-(3-pyridinyl)-4-thiazolecarboxamide

시약·촉매·용매 2

HCID 1049
Pyridine
용매
HCID 6212Chloroform용매

실험 절차

2-(3-Pyridyl)thiazole-4-carboxylic acid (206 mg, 1 mmol) and 2-amino-benzamide (163 mg, 1.2 mmol) are mixed, and chloroform (10 ml) and pyridine (1.2 ml) are added. Then 1-hydroxybenzotriazole hydrate (230 mg) and 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-P-toluene-sulphonate CAS[2491-17-0] (635 mg) are added, and the mixture is stirred at room temperature for 20 h. The solid is filtered off with suction and washed with ethyl acetate, water and again with ethyl acetate. Purification of the solid by preparative HPLC results in Example 1.1 as a white foam (58 mg).

후처리

  1. filtrationThe solid is filtered off with suction
  2. washwashed with ethyl acetate, water and again with ethyl acetate
  3. customPurification of the solid by preparative HPLC

출처 및 근거

ORD 기록
ord-26f1893c3a47465ab21f7a7f4ab2eb7c
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08148411B2

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