HRID2054047

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID24526

Chlorine

Cl2

HCID81531

Diisopropylethylamine

C8H19N

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

HCID2733207

O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate

C11H16BF4N5O

HCID45088475

未命名化合物

结构：C[C@H](NC(=O)c1ccc(C(=O)O)c(Cl)c1)c1nc2cc(Cl)ccc2[nH]1

HCID178462084

未命名化合物

PRODUCTS

生成物

结构：CC(=O)N(C)C[C@H]1CCCN1C(=O)c1ccc(C(=O)N[C@@H](C)c2nc3cc(Cl)ccc3[nH]2)cc1Cl

HCID178474789

未命名化合物

收率 17%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

溶剂HCID21584144

Dichloromethane ethanol

C3H8Cl2O

PROCEDURE

实验过程

Prepared analogously to Example 1g from (1S)-2-chloro-4-{N-[1-(5-chloro-1H-benzimidazol-2-yl)ethyl]aminocarbonyl}benzoic acid, TBTU, diisopropylethylamine, and (R)-2-[(N-acetyl-N-methylamino)methyl]pyrrolidine in tetrahydrofuran. Yield: 17%; Rf value: 0.40 (silica gel: dichloromethane/ethanol=9:1); C25H27Cl2N5O3 (516.426); mass spectrum: (M+H)+=516/518/520 (chlorine isotope).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-8f96926145aa48ac9aa909ead9636420
来源数据集: uspto-grants-2008_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07326791B2
来源说明: uspto-grants-2008_02

反应 SMILES

[Cl:1][C:2]1[CH:10]=[C:9]([C:11]([NH:13][C@H:14]([C:16]2[NH:20][C:19]3[CH:21]=[CH:22][C:23]([Cl:25])=[CH:24][C:18]=3[N:17]=2)[CH3:15])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)CC)(C)C.[C:57]([N:60]([CH2:62][C@H:63]1[CH2:67][CH2:66][CH2:65][NH:64]1)[CH3:61])(=[O:59])[CH3:58].ClCl>O1CCCC1.ClCCl.C(O)C>[C:57]([N:60]([CH2:62][C@H:63]1[CH2:67][CH2:66][CH2:65][N:64]1[C:4]([C:3]1[CH:7]=[CH:8][C:9]([C:11]([NH:13][C@H:14]([C:16]2[NH:20][C:19]3[CH:21]=[CH:22][C:23]([Cl:25])=[CH:24][C:18]=3[N:17]=2)[CH3:15])=[O:12])=[CH:10][C:2]=1[Cl:1])=[O:5])[CH3:61])(=[O:59])[CH3:58]