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

HRID 1445445ノート

反応式

HRID 1445445 の反応式
[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

参加物

6

反応物 4

HCID 6212Chloroform2 回HCID 814531-Methyl-2-pyrrolecarboxylic acidHCID 160435CarbodiimideHCID 69491278N3-(4-methoxybenzoyl)-N4-[4-methoxy-2-(3-aminopropoxy)benzoyl]-3,4-pyridinediamine

生成物 1

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

試薬・触媒・溶媒 1

HCID 105532-Methyl-2-butene溶媒2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-99d5340f4c93460081fc82a28eeec5fc
出典データセット
uspto-grants-2010_02
特許番号
US07666866B2

反応ノート

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