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1-Hydroxybenzotriazole → 5-(2-benzyloxy-phenyl)-1H-pyrazole-3-carboxylic acid {2-[4-(2-chloro-phenoxy)-piperidin-1-yl]-2-oxo-ethyl}-amide

HRID 1093651
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HRID 1093651 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[NH:19][N:18]=[C:17]([C:20]([NH:22][CH2:23][C:24](O)=[O:25])=[O:21])[CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.[CH:36]1[CH:37]=[CH:38]C2N(O)N=[N:42][C:40]=2[CH:41]=1.CCN=C=NCCCN(C)C.Cl.Cl.[Cl:59][C:60]1[CH:73]=[CH:72][CH:71]=[CH:70][C:61]=1[O:62]NC1CCNCC1>CN(C=O)C.O>[Cl:59][C:60]1[CH:73]=[CH:72][CH:71]=[CH:70][C:61]=1[O:62][CH:36]1[CH2:37][CH2:38][N:42]([C:24](=[O:25])[CH2:23][NH:22][C:20]([C:17]2[CH:16]=[C:15]([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[NH:19][N:18]=2)=[O:21])[CH2:40][CH2:41]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 86634616(2-Chlorophenoxy)-piperidin-4-yl-amine hydrochlorideHCID 178525879HCID 178525879, 화합물

생성물 1

HCID 178523494
5-(2-benzyloxy-phenyl)-1H-pyrazole-3-carboxylic acid {2-[4-(2-chloro-phenoxy)-piperidin-1-yl]-2-oxo-ethyl}-amide
수율 37.6%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a stirred solution of {[5-(2-benzyloxy-phenyl)-1H-pyrazole-3-carbonyl]-amino}-acetic acid (0.15 g, 0.00039 mol) in DMF (2 mL) was added DIPEA (0.224 g, 0.001736 mol), HOBt (0.065 g, 0.00048 mol) and EDCI.HCl (0.0925 g, 0.000482 mol) at ambient temperature. After 5 minutes (2-chlorophenoxy)-piperidin-4-yl-amine hydrochloride (0.1 g, 0.00041 mol) was added and the resulting mixture was stirred overnight. The reaction mixture was then diluted with cold water and the resulting precipitate was isolated by filtration and dried to afford 0.08 g (33%) of 5-(2-benzyloxy-phenyl)-1H-pyrazole-3-carboxylic acid {2-[4-(2-chloro-phenoxy)-piperidin-1-yl]-2-oxo-ethyl}-amide. LCMS: 544.2 (M+1)+, 99.03%.

후처리

  1. customthe resulting precipitate was isolated by filtration
  2. customdried

출처 및 근거

ORD 기록
ord-11224c6837624d4680506b0b82ddfeeb
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08129376B2

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