HRID2093068

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6228

N,N-Dimethylformamide

C3H7NO

HCID15908

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide

C8H17N3

HCID75771

1-Hydroxybenzotriazole

C6H5N3O

HCID10752410

tert-butyl N-(2-amino-4-methoxyphenyl)carbamate

C12H18N2O3

$结构：CS/C(=N\c1ccccc1)N1CCc2nc(C(=O)O)sc2C1$

HCID178503854

未命名化合物

PRODUCTS

生成物

结构：COc1ccc(NC(=O)c2nc3c(s2)CN(C(=Nc2ccccc2)SC)CC3)c(NC(=O)OC(C)(C)C)c1

HCID66864416

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8471

Triethylamine

C6H15N

PROCEDURE

实验过程

A suspension of 5-[(Z)-(methylthio)(phenylimino)methyl]-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxylic acid obtained from step III of example 116 (1 eq), (2-amino-4-methoxy-phenyl)-carbamic acid tert-butyl ester (1.2 eq), EDCI (1.2 eq), HOBt (1.2 eq) and triethylamine in DMF were stirred at room temperature for 15 h. Solvent was evaporated and the residue was purified by either column chromatography or preparative HPLC to afford methyl 2-({2-[(tert-butoxycarbonyl)amino]-4-methoxyphenyl}carbamoyl)-N-phenyl-6,7-dihydro[1,3]thiazolo[5,4-c]pyridine-5(4H)-carbimidothioate.

WORKUP

后处理

customSolvent was evaporated
customthe residue was purified by either column chromatography or preparative HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-bb9aed13fd134e5cad1b9424dfda8e4a
来源数据集: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08440830B2
来源说明: uspto-grants-2013_05

反应 SMILES

[CH3:1][S:2]/[C:3](=[N:16]\[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)/[N:4]1[CH2:9][CH2:8][C:7]2[N:10]=[C:11]([C:13]([OH:15])=O)[S:12][C:6]=2[CH2:5]1.[C:23]([O:27][C:28](=[O:39])[NH:29][C:30]1[CH:35]=[CH:34][C:33](OC)=[CH:32][C:31]=1[NH2:38])([CH3:26])([CH3:25])[CH3:24].CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.CN([CH:64]=[O:65])C>C(N(CC)CC)C>[C:23]([O:27][C:28]([NH:29][C:30]1[CH:35]=[C:34]([O:65][CH3:64])[CH:33]=[CH:32][C:31]=1[NH:38][C:13]([C:11]1[S:12][C:6]2[CH2:5][N:4]([C:3]([S:2][CH3:1])=[N:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:9][CH2:8][C:7]=2[N:10]=1)=[O:15])=[O:39])([CH3:24])([CH3:25])[CH3:26]