HRID1910162

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[P-](F)(F)(F)(F)F

HCID2733084

Methanaminium, N-[(1H-benzotriazol-1-yloxy)(dimethylamino)methylene]-N-methyl-, hexafluorophosphate(1-) (1:1)

C11H16F6N5OP

HCID24730367

Methyl 2-amino-1H-benzimidazole-4-carboxylate

C9H9N3O2

2 次

HCID66940215

未命名化合物

PRODUCTS

生成物

结构：COC(=O)c1cccc2[nH]c(NC(=O)c3cc4ccc(OCc5ccccc5)cc4cn3)nc12

HCID58724418

未命名化合物

收率 88.4%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

溶剂HCID81531

Diisopropylethylamine

C8H19N

PROCEDURE

实验过程

0.70 g (2.5 mmol) of 7-benzyloxy-isoquinoline-3-carboxylic acid synthesized above, 1.0 g (2.7 mmol) of HBTU in a mixture of 7.5 ml of DMF and 1.7 mL of DIEA was reacted with 0.48 g (2.5 mmol) of 2-Amino-3H-benzoimidazole-4-carboxylic acid methyl ester (Intermediate A) as described in general procedure A. 2-[(7-Benzyloxy-isoquinoline-3-carbonyl)-amino]-1H-benzoimidazole-4-carboxylic acid methyl ester (1.0 g, 88%) was isolated after column chromatography using 1:1 ethyl acetate and hexane as an eluents. LCMS: 453 (M+1)+.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a6e81765c92649689ffb9afff313c19f
来源数据集: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08598353B2
来源说明: uspto-grants-2013_12

反应 SMILES

[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[C:14]([C:19]([OH:21])=O)[N:15]=[CH:16]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:46][O:47][C:48]([C:50]1[C:58]2[N:57]=[C:56]([NH2:59])[NH:55][C:54]=2[CH:53]=[CH:52][CH:51]=1)=[O:49]>CN(C=O)C.CCN(C(C)C)C(C)C>[CH3:46][O:47][C:48]([C:50]1[C:58]2[N:57]=[C:56]([NH:59][C:19]([C:14]3[N:15]=[CH:16][C:17]4[C:12]([CH:13]=3)=[CH:11][CH:10]=[C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:18]=4)=[O:21])[NH:55][C:54]=2[CH:53]=[CH:52][CH:51]=1)=[O:49]