1H-Benzotriazole, 1-hydroxy-, ammonium salt (1:1) → HCID 22012581、化合物

HRID 429695ノート

反応式

HRID 429695 の反応式
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([C:12](=[O:37])[N:13]([CH3:36])[C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][C:15]=2[O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([N:29]2[CH2:34][CH2:33][N:32]([CH3:35])[CH2:31][CH2:30]2)=[O:28])[CH:9]=[CH:8][C:4]=1[C:5](O)=[O:6].Cl.C(N=C=NCCCN(C)C)C.C1C=C2N=NN(O)C2=CC=1.N.[NH2:61][C:62]1[C:70]2[N:69]=[C:68]([CH2:71][N:72]3[CH2:77][CH2:76][N:75]([CH3:78])[CH2:74][CH2:73]3)[NH:67][C:66]=2[CH:65]=[CH:64][CH:63]=1.C(=O)(O)[O-].[Na+]>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([CH:9]=[CH:8][C:4]=1[C:5](=[O:6])[NH:61][C:62]1[C:70]2[N:69]=[C:68]([CH2:71][N:72]3[CH2:73][CH2:74][N:75]([CH3:78])[CH2:76][CH2:77]3)[NH:67][C:66]=2[CH:65]=[CH:64][CH:63]=1)[C:12]([N:13]([CH3:36])[C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][C:15]=1[O:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([N:29]1[CH2:30][CH2:31][N:32]([CH3:35])[CH2:33][CH2:34]1)=[O:28])=[O:37]

参加物

7

反応物 5

HCID 1131751H-Benzotriazole, 1-hydroxy-, ammonium salt (1:1)HCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 18354839HCID 18354839、化合物HCID 18355157HCID 18355157、化合物

生成物 1

HCID 22012581HCID 22012581、化合物収率 36%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2methoxy-4-[N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]-carbamoyl]benzoic acid (200 mg) in N,N-dimethylformamide (3 ml) at 0° C. were added 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (97 mg), N-hydroxybenzotrizole (79 mg) and 4-amino-2-[(4-methylpiperazin-1-yl)methyl]-1H-benzimidazole (105 mg) and the mixture was stirred at ambient temperature for 15 hours. The reaction mixture was poured into saturated sodium bicarbonate aqueous solution and extracted with chloroform. The organic layer was washed with saturated sodium bicarbonate aqueous solution and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by preparative thin-layer chromatography (chloroform:methanol=10:1) to give 3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl) carbonylpent-1-yloxy]-phenyl]-4-[2-[(4-methylpiperazin-1-yl)methyl]-1H-benzimidazol-4-yl]carbamoylbenzamide (104 mg).

後処理

  1. extractionextracted with chloroform
  2. washThe organic layer was washed with saturated sodium bicarbonate aqueous solution and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue was purified by preparative thin-layer chromatography (chloroform:methanol=10:1)

出典と根拠

ORDレコード
ord-9bb4e749fec043e38eb219b777168e3c
出典データセット
uspto-grants-2001_11
特許番号
US06316482B1

反応ノート

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