Chloroform → N3-(4-methoxybenzoyl)-N4-[4-methoxy-2-[3-(1-methylpyrrol-2-ylcarbonyl)aminopropoxy]benzoyl]-3,4-pyridinediamine

HRID 1445445노트

반응식

HRID 1445445 반응식
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([OH:9])=O.C(Cl)(Cl)Cl.N=C=N.[CH3:17][O:18][C:19]1[CH:49]=[CH:48][C:22]([C:23]([NH:25][C:26]2[CH:27]=[N:28][CH:29]=[CH:30][C:31]=2[NH:32][C:33](=[O:47])[C:34]2[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][C:35]=2[O:42][CH2:43][CH2:44][CH2:45][NH2:46])=[O:24])=[CH:21][CH:20]=1>CC=C(C)C>[CH3:17][O:18][C:19]1[CH:20]=[CH:21][C:22]([C:23]([NH:25][C:26]2[CH:27]=[N:28][CH:29]=[CH:30][C:31]=2[NH:32][C:33](=[O:47])[C:34]2[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][C:35]=2[O:42][CH2:43][CH2:44][CH2:45][NH:46][C:7]([C:3]2[N:2]([CH3:1])[CH:6]=[CH:5][CH:4]=2)=[O:9])=[O:24])=[CH:48][CH:49]=1

참가 물질

6

반응물 4

HCID 6212Chloroform2회HCID 814531-Methyl-2-pyrrolecarboxylic acidHCID 160435CarbodiimideHCID 69491278N3-(4-methoxybenzoyl)-N4-[4-methoxy-2-(3-aminopropoxy)benzoyl]-3,4-pyridinediamine

생성물 1

HCID 11563084N3-(4-methoxybenzoyl)-N4-[4-methoxy-2-[3-(1-methylpyrrol-2-ylcarbonyl)aminopropoxy]benzoyl]-3,4-pyridinediamine수율 27%

시약·촉매·용매 1

HCID 105532-Methyl-2-butene용매2회

실험 절차

1-Methyl-2-pyrrolecarboxylic acid (57.6 mg, 460 μmol) was dissolved in amylene stabilized chloroform (8 mL). Resin-supported carbodiimide (1.1 g, 0.85 mm ol/g, 920 μmol) was added. To the resin-acid slurry was added N3-(4-methoxybenzoyl)-N4-[4-methoxy-2-(3-aminopropoxy)benzoyl]-3,4-pyridinediamine (106 mg crude, 230 μmol) in amylene stabilized chloroform (5 mL). The vial was capped and the reaction was agitated overnight on an orbital platform shaker. The slurry was filtered. The filtrate was concentrated and then purified by semipreparative HPLC as described in Example 2-F to provide N3-(4-methoxybenzoyl)-N4-[4-methoxy-2-[3-(1-methylpyrrol-2-ylcarbonyl)aminopropoxy]benzoyl]-3,4-pyridinediamine (17.3 mg, 27%) as ivory needles.

후처리

  1. customThe vial was capped
  2. filtrationThe slurry was filtered
  3. concentrationThe filtrate was concentrated
  4. custompurified by semipreparative HPLC

출처 및 근거

ORD 기록
ord-99d5340f4c93460081fc82a28eeec5fc
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666866B2

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