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1-Hydroxybenzotriazole → 3-methoxymethyl-1-{2-oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-piperazin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid [3-(4-fluoro-phenyl)-1H-indazol-5-yl]-amide

HRID 1038023
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HRID 1038023 반응식
[CH3:1][O:2][CH2:3][C:4]1([C:30](O)=[O:31])[CH2:8][CH2:7][N:6]([CH2:9][C:10](=[O:29])[N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][C:20]([C:23]4[N:28]=[CH:27][CH:26]=[CH:25][N:24]=4)=[CH:19][CH:18]=3)[CH2:13][CH2:12]2)[CH2:5]1.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.[F:55][C:56]1[CH:61]=[CH:60][C:59]([C:62]2[C:70]3[C:65](=[CH:66][CH:67]=[C:68]([NH2:71])[CH:69]=3)[NH:64][N:63]=2)=[CH:58][CH:57]=1>CN(C=O)C>[F:55][C:56]1[CH:57]=[CH:58][C:59]([C:62]2[C:70]3[C:65](=[CH:66][CH:67]=[C:68]([NH:71][C:30]([C:4]4([CH2:3][O:2][CH3:1])[CH2:8][CH2:7][N:6]([CH2:9][C:10](=[O:29])[N:11]5[CH2:12][CH2:13][N:14]([C:17]6[CH:18]=[CH:19][C:20]([C:23]7[N:28]=[CH:27][CH:26]=[CH:25][N:24]=7)=[CH:21][CH:22]=6)[CH2:15][CH2:16]5)[CH2:5]4)=[O:31])[CH:69]=3)[NH:64][N:63]=2)=[CH:60][CH:61]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 224802843-(4-fluorophenyl)-1H-indazol-5-amineHCID 595113503-Methoxymethyl-1-{2-oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-piperazin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid

생성물 1

HCID 57685735
3-methoxymethyl-1-{2-oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-piperazin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid [3-(4-fluoro-phenyl)-1H-indazol-5-yl]-amide
수율 28.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The 3-methoxymethyl-1-{2-oxo-2-[4-(4-pyrimidin-2-yl-phenyl)-piperazin-1-yl]-ethyl}-pyrrolidine-3-carboxylic acid (0.049 mmol), 1-hydroxybenztriazole (7 mg, 0.052 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCl) (10 mg, 0.052 mmol) were dissolved in dry DMF (1 ml). 3-(4-Fluoro-phenyl)-1H-indazol-5-ylamine (12 mg, 0.053 mmol) was added and the reaction mixture was stirred overnight and directly subjected to purification by reversed phase HPLC to obtain 9.15 mg of the title product.

후처리

  1. customdirectly subjected to purification by reversed phase HPLC

출처 및 근거

ORD 기록
ord-02d269ca453145a3806bca47bd98e79d
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08546404B2

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