1H-Benzotriazole, 1-hydroxy-, ammonium salt (1:1) → HCID 22012581, 화합물

HRID 429695노트

반응식

HRID 429695 반응식
[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]

참가 물질

7

반응물 5

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

생성물 1

HCID 22012581HCID 22012581, 화합물수율 36%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-9bb4e749fec043e38eb219b777168e3c
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06316482B1

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