HRID1279090

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7972

4-Methylmorpholine

C5H11NO

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

HCID2733207

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

C11H16BF4N5O

HCID22169775

未命名化合物

反应SMILES：CCOC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)O)C(C)(C)SC(C)C

HCID22958441

未命名化合物

PRODUCTS

产物

反应SMILES：CCOC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)NCc1ccc2c(N)nccc2c1)C(C)(C)SC(C)C

HCID69780088

未命名化合物

收率 74.3%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID176

Acetic Acid

C2H4O2

溶剂HCID6228

Dimethylformamide

C3H7NO

PROCEDURE

实验过程

A mixture of 1-[2-(R)-ethoxycarbonylamino-3-isopropylsulfanyl-3-methyl-butyryl]-pyrrolidine-2-(S)-carboxylic acid (0.160 g), 6-aminomethyl-isoquinolin-1-ylamine (0.078 g), N-methyl morpholine (0.14 mL) and 0.14 g of 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU) in 3 mL of dry N,N-dimethyl formamide was stirred for 3 h at ambient temperature. 0.100 mL CH3COOH were added, the mixture was concentrated and the remaining residue was purified by HPLC (RP-18; H2O/CH3OH 95/5→0/100) to give 0.17 g (66%) of the title compound as a colorless oil. (+)-APCI-MS: 516 (MH+).

WORKUP

后处理

concentrationthe mixture was concentrated
customthe remaining residue was purified by HPLC (RP-18; H2O/CH3OH 95/5→0/100)

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-766b493261ca498da24dfd432ea96985
来源数据集: uspto-grants-2002_09
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US06444672B1
来源说明: uspto-grants-2002_09

反应SMILES

[CH2:1]([O:3][C:4]([NH:6][C@@H:7]([C:18]([S:21][CH:22]([CH3:24])[CH3:23])([CH3:20])[CH3:19])[C:8]([N:10]1[CH2:14][CH2:13][CH2:12][C@H:11]1[C:15]([OH:17])=O)=[O:9])=[O:5])[CH3:2].[NH2:25][CH2:26][C:27]1[CH:28]=[C:29]2[C:34](=[CH:35][CH:36]=1)[C:33]([NH2:37])=[N:32][CH:31]=[CH:30]2.CN1CCOCC1.F[B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1>CN(C)C=O.CC(O)=O>[CH2:1]([O:3][C:4](=[O:5])[NH:6][C@H:7]([C:8]([N:10]1[CH2:14][CH2:13][CH2:12][C@H:11]1[C:15](=[O:17])[NH:25][CH2:26][C:27]1[CH:28]=[C:29]2[C:34](=[CH:35][CH:36]=1)[C:33]([NH2:37])=[N:32][CH:31]=[CH:30]2)=[O:9])[C:18]([S:21][CH:22]([CH3:23])[CH3:24])([CH3:20])[CH3:19])[CH3:2]