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1,2-Dichloroethane → tert-butyl 3-phenyl-5-(3-(pyridin-4-yl)-1-trityl-1H-indazole-5-carboxamido)piperidine-1-carboxylate

HRID 1467308
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인쇄 미리보기

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HRID 1467308 반응식
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([C:16](O)=[O:17])[CH:14]=3)[N:9]([C:19]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:8]=2)=[CH:3][CH:2]=1.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl.CCN(C(C)C)C(C)C.[NH2:61][CH:62]1[CH2:67][CH:66]([C:68]2[CH:73]=[CH:72][CH:71]=[CH:70][CH:69]=2)[CH2:65][N:64]([C:74]([O:76][C:77]([CH3:80])([CH3:79])[CH3:78])=[O:75])[CH2:63]1>CN(C=O)C>[C:68]1([CH:66]2[CH2:67][CH:62]([NH:61][C:16]([C:13]3[CH:14]=[C:15]4[C:10](=[CH:11][CH:12]=3)[N:9]([C:19]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)[N:8]=[C:7]4[C:4]3[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=3)=[O:17])[CH2:63][N:64]([C:74]([O:76][C:77]([CH3:80])([CH3:79])[CH3:78])=[O:75])[CH2:65]2)[CH:73]=[CH:72][CH:71]=[CH:70][CH:69]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 58592957Tert-butyl 3-amino-5-phenylpiperidine-1-carboxylateHCID 679963353-pyridin-4-yl-1-trityl-1H-indazole-5-carboxylic acid

생성물 1

HCID 67995717
tert-butyl 3-phenyl-5-(3-(pyridin-4-yl)-1-trityl-1H-indazole-5-carboxamido)piperidine-1-carboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
45 °C

실험 절차

To a microwave vial equipped with a stir bar was added 3-pyridin-4-yl-1-trityl-1H indazole-5-carboxylic acid (155.4 mg, 0.323 mmol), HOBT (74.1 mg, 0.484 mmol), EDC (93 mg, 0.484 mmol), DIPEA (225 μl, 1.291 mmol), tert-butyl 3-amino-5-phenylpiperidine-1-carboxylate (89 mg, 0.323 mmol), and DMF (3227 μl). The vial was sealed and heated to 45° C. The LCMS taken after 4 hours indicates formation of the desired product. The material was filtered through a column pre-packed with celite and was concentrated under reduced pressure. A column was run from 100% hexanes to 100% ethyl acetate. The desired product eluted and fractions were collected and concentrated in vacuo. The material was dissolved in acetonitrile and water and was dried on the lyophilizer.

후처리

  1. customTo a microwave vial equipped with a stir bar
  2. customThe vial was sealed

출처 및 근거

ORD 기록
ord-5ce3e67119ac48618c71320b11f1ea86
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08999957B2

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