1-Hydroxybenzotriazole → (4-{4-[5-(6-Benzyloxy-naphthalen-2-yl)-pyrazolo[1,5-c]pyrimidin-7-ylamino]-phenylcarbamoyl}-benzyl)-carbamic acid tert-butyl ester

HRID 19601

반응식

HRID 19601 반응식
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=O)=[CH:12][CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].ON1C2C=CC=CC=2N=N1.Cl.C(N=C=NCCCN(C)C)C.[CH2:41]([O:48][C:49]1[CH:50]=[C:51]2[C:56](=[CH:57][CH:58]=1)[CH:55]=[C:54]([C:59]1[N:64]=[C:63]([NH:65][C:66]3[CH:71]=[CH:70][C:69]([NH2:72])=[CH:68][CH:67]=3)[N:62]3[N:73]=[CH:74][CH:75]=[C:61]3[CH:60]=1)[CH:53]=[CH:52]2)[C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1>CN(C=O)C.C(N(CC)CC)C>[C:1]([O:5][C:6](=[O:7])[NH:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([C:14](=[O:16])[NH:72][C:69]2[CH:70]=[CH:71][C:66]([NH:65][C:63]3[N:62]4[N:73]=[CH:74][CH:75]=[C:61]4[CH:60]=[C:59]([C:54]4[CH:53]=[CH:52][C:51]5[C:56](=[CH:57][CH:58]=[C:49]([O:48][CH2:41][C:42]6[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=6)[CH:50]=5)[CH:55]=4)[N:64]=3)=[CH:67][CH:68]=2)=[CH:17][CH:18]=1)([CH3:2])([CH3:3])[CH3:4]

참가 물질

7

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 8536054-(((tert-Butoxycarbonyl)amino)methyl)benzoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 67318736N-[5-(6-benzyloxy-naphthalen-2-yl)-pyrazolo[1,5-c]pyrimidin-7-yl]-benzene-1,4-diamine2회

생성물 1

HCID 67319336(4-{4-[5-(6-Benzyloxy-naphthalen-2-yl)-pyrazolo[1,5-c]pyrimidin-7-ylamino]-phenylcarbamoyl}-benzyl)-carbamic acid tert-butyl ester수율 91.2%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8471Triethylamine용매

실험 절차

To a solution of 4-(tert-butoxycarbonylamino-methyl)-benzoic acid (251 mg) and N-hydroxy-benzotriazole (HOBt)(153 mg) in DMF (10 ml) are added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC)(575 mg) and triethylamine (0.416 ml). The mixture is stirred for 0.5 h at ambient temperature. To this solution is added N-[5-(6-benzyloxy-naphthalen-2-yl)-pyrazolo[1,5-c]pyrimidin-7-yl]-benzene-1,4-diamine (compound B2)(0.38 g). After completion of the reaction the mixture is evaporated at high vacuum and the residue is treated with methanol. The resulting solid is filtered and dried. A colorless solid (0.523 g) is obtained in 91% yield.

후처리

  1. customAfter completion of the reaction the mixture
  2. customis evaporated at high vacuum
  3. additionthe residue is treated with methanol
  4. filtrationThe resulting solid is filtered
  5. customdried

출처 및 근거

ORD 기록
ord-a886560291e048058a8715903015ab00
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745446B2

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