HRID2054035

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6329

Methylamine

CH5N

HCID24526

Chlorine

Cl2

2 次

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

结构：C[C@H](NC(=O)c1ccc(C(=O)N2CCC[C@@H]2CC(=O)O)c(Cl)c1)c1nc2cc(Cl)ccc2[nH]1

HCID178462066

未命名化合物

PRODUCTS

生成物

结构：CNC(=O)C[C@H]1CCCN1c1ccc(C(=O)N[C@@H](C)c2nc3cc(Cl)ccc3[nH]2)cc1Cl

HCID178485717

未命名化合物

收率 60%

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 3-chloro-N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)ethyl]-4-[(2R)-2-(hydroxycarbonylmethyl)pyrrolidin-1-ylcarbonyl]benzamide, TBTU, diisopropylethylamine, and methylamine in tetrahydrofuran. Yield: 60%; Rf value: 0.44 (silica gel: dichloromethane/ethanol=9:1); C24H25Cl2N5O3 (502.405); mass spectrum: (M+H)+=502/504/506 (chlorine isotope) and (M−H)−=500/502/504 (chlorine isotope).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b50cc0c41d2241f480ebddbc2eedaebf
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:3]=[C:4]([CH:20]=[CH:21][C:22]=1C(N1CCC[C@@H]1CC(O)=O)=O)[C:5]([NH:7][C@H:8]([C:10]1[NH:14][C:13]2[CH:15]=[CH:16][C:17]([Cl:19])=[CH:18][C:12]=2[N:11]=1)[CH3:9])=[O:6].[CH3:34][N:35]([C:37]([O:41]N1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C([N:59]([CH:62]([CH3:64])[CH3:63])[CH2:60][CH3:61])(C)C.CN.ClCl>O1CCCC1.ClCCl.C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[N:59]1[CH2:60][CH2:61][CH2:64][C@@H:62]1[CH2:63][C:37]([NH:35][CH3:34])=[O:41])[C:5]([NH:7][C@H:8]([C:10]1[NH:14][C:13]2[CH:15]=[CH:16][C:17]([Cl:19])=[CH:18][C:12]=2[N:11]=1)[CH3:9])=[O:6]