1-Hydroxybenzotriazole → [2-(4-{4-[5-(4'-Fluoro-biphenyl-4-yl)-pyrazolo[1,5-c]pyrimidin-7-ylamino]-phenylcarbamoyl}-phenyl)-ethyl]-carbamic acid tert-butyl ester

HRID 19605ノート

反応式

HRID 19605 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=O)=[CH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].ON1C2C=CC=CC=2N=N1.Cl.C(N=C=NCCCN(C)C)C.[F:42][C:43]1[CH:48]=[CH:47][C:46]([C:49]2[CH:54]=[CH:53][C:52]([C:55]3[N:60]=[C:59]([NH:61][C:62]4[CH:67]=[CH:66][C:65]([NH2:68])=[CH:64][CH:63]=4)[N:58]4[N:69]=[CH:70][CH:71]=[C:57]4[CH:56]=3)=[CH:51][CH:50]=2)=[CH:45][CH:44]=1>CN(C=O)C.C(N(CC)CC)C>[C:1]([O:5][C:6](=[O:7])[NH:8][CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][C:14]([C:15](=[O:17])[NH:68][C:65]2[CH:66]=[CH:67][C:62]([NH:61][C:59]3[N:58]4[N:69]=[CH:70][CH:71]=[C:57]4[CH:56]=[C:55]([C:52]4[CH:53]=[CH:54][C:49]([C:46]5[CH:47]=[CH:48][C:43]([F:42])=[CH:44][CH:45]=5)=[CH:50][CH:51]=4)[N:60]=3)=[CH:63][CH:64]=2)=[CH:18][CH:19]=1)([CH3:2])([CH3:3])[CH3:4]

参加物

7

反応物 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 166409054-(2-{[(Tert-butoxy)carbonyl]amino}ethyl)benzoic acidHCID 67319451N-[5-(4'-Fluoro-biphenyl-4-yl)-pyrazolo[1,5-c]pyrimidin-7-yl]-benzene-1,4-diamine2 回

生成物 1

HCID 67318621[2-(4-{4-[5-(4'-Fluoro-biphenyl-4-yl)-pyrazolo[1,5-c]pyrimidin-7-ylamino]-phenylcarbamoyl}-phenyl)-ethyl]-carbamic acid tert-butyl ester収率 59.7%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

実験手順

To a solution of 4-(tert-butoxycarbonylamino-ethyl)-benzoic acid (78 mg) and N-hydroxy-benzotriazole (HOBt)(45 mg) in DMF (5 ml) are added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC)(150 mg) and triethylamine (0.27 ml). The mixture is stirred for 0.5 h at ambient temperature. To this solution is added N-[5-(4′-Fluoro-biphenyl-4-yl)-pyrazolo[1,5-c]pyrimidin-7-yl]-benzene-1,4-diamine (compound B4)(0.1 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 yellow solid (0.097 g) is obtained.

後処理

  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

出典と根拠

ORDレコード
ord-aa35adbbc8be40a9bd00900762ae80f9
出典データセット
uspto-grants-2010_06
特許番号
US07745446B2

反応ノート

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