Triethylamine → 6-oxo-N-[3-(1-trityl-1H-imidazol-4-yl)phenyl]-7,8,9,10-tetrahydro-6H-pyrido[3',2':4,5]pyrrolo[1,2-a][1,4]diazepine-2-carboxamide

HRID 1521769노트

반응식

HRID 1521769 반응식
[O:1]=[C:2]1[NH:8][CH2:7][CH2:6][CH2:5][N:4]2[C:9]3[N:15]=[C:14]([C:16]([OH:18])=O)[CH:13]=[CH:12][C:10]=3[CH:11]=[C:3]12.C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.[C:52]([N:71]1[CH:75]=[C:74]([C:76]2[CH:77]=[C:78]([NH2:82])[CH:79]=[CH:80][CH:81]=2)[N:73]=[CH:72]1)([C:65]1[CH:70]=[CH:69][CH:68]=[CH:67][CH:66]=1)([C:59]1[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=1)[C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1.C(N(CC)CC)C>CN(C=O)C.O>[O:1]=[C:2]1[NH:8][CH2:7][CH2:6][CH2:5][N:4]2[C:9]3[N:15]=[C:14]([C:16]([NH:82][C:78]4[CH:79]=[CH:80][CH:81]=[C:76]([C:74]5[N:73]=[CH:72][N:71]([C:52]([C:65]6[CH:66]=[CH:67][CH:68]=[CH:69][CH:70]=6)([C:59]6[CH:60]=[CH:61][CH:62]=[CH:63][CH:64]=6)[C:53]6[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=6)[CH:75]=5)[CH:77]=4)=[O:18])[CH:13]=[CH:12][C:10]=3[CH:11]=[C:3]12

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 2724699PyBOPHCID 114751133-(1-trityl-1H-imidazol-4-yl)anilineHCID 672363426-Oxo-7,8,9,10-tetrahydro-6H-pyrido[3',2':4,5]pyrrolo[1,2-a][1,4]diazepine-2-carboxylic acid2회

생성물 1

HCID 672372246-oxo-N-[3-(1-trityl-1H-imidazol-4-yl)phenyl]-7,8,9,10-tetrahydro-6H-pyrido[3',2':4,5]pyrrolo[1,2-a][1,4]diazepine-2-carboxamide수율 68.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A solution of 6-Oxo-7,8,9,10-tetrahydro-6H-pyrido[3′,2′:4,5]pyrrolo[1,2-a][1,4]diazepine-2-carboxylic acid (Intermediate E, 50 mg, 0.20 mmol) and PyBOP (159 mg, 0.31 mmol) in DMF (1.5 mL) is stirred for 30 min. 3-(1-Trityl-1H-imidazol-4-yl)-phenylamine (86 mg, 0.21 mmol) and triethylamine (57 μL, 0.41 mmol) are added and the reaction is stirred at room temperature for 16 h. The mixture is poured into H2O and the resulting white solid is collected by filtration and dried in vacuo to afford the title compound (86 mg, 67%) which was used in the next step without further purification.

후처리

  1. filtrationthe resulting white solid is collected by filtration
  2. customdried in vacuo

출처 및 근거

ORD 기록
ord-606a6a58863043b59045d53f1f6b96a0
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073926B2

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