Ethyl chloroformate → ethyl 2-((3-methyl-4-(2-(1,2,3,4-tetrahydroisoquinolin-2-yl)ethylthio)-2-pyridyl)methylthio)-1H-benzimidazole-1-carboxylate

HRID 52146Notes

Reaction equation

HRID 52146 reaction equation
[CH3:1][C:2]1[C:3]([CH2:21][S:22][C:23]2[NH:27][C:26]3[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=3[N:24]=2)=[N:4][CH:5]=[CH:6][C:7]=1[S:8][CH2:9][CH2:10][N:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12]1.[C:32](Cl)(=[O:36])[O:33][CH2:34][CH3:35].CC1C(CSC2NC3C=CC=CC=3N=2)=NC=CC=1SCCN1CCOCC1>>[CH3:1][C:2]1[C:3]([CH2:21][S:22][C:23]2[N:24]([C:32]([O:33][CH2:34][CH3:35])=[O:36])[C:25]3[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=3[N:27]=2)=[N:4][CH:5]=[CH:6][C:7]=1[S:8][CH2:9][CH2:10][N:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12]1

Participants

4

Reactant 3

HCID 10928Ethyl chloroformateHCID 98492092-((3-methyl-4-(2-morpholinoethylthio)-2-pyridyl)methylthio)-1H-benzimidazoleHCID 153075282-((3-methyl-4-(2-(1,2,3,4-tetrahydroisoquinolin-2-yl)ethylthio)-2-pyridyl)methylthio)-1H-benzimidazole

Product 1

HCID 19962984ethyl 2-((3-methyl-4-(2-(1,2,3,4-tetrahydroisoquinolin-2-yl)ethylthio)-2-pyridyl)methylthio)-1H-benzimidazole-1-carboxylate

Procedure

The same reaction as in Example 17 was carried out except that 2-((3-methyl-4-(2-(1,2,3,4-tetrahydroisoquinolin-2-yl)ethylthio)-2-pyridyl)methylthio)-1H-benzimidazole was reacted with ethyl chlorocarbonate, in place of 2-((3-methyl-4-(2-morpholinoethylthio)-2-pyridyl)methylthio)-1H-benzimidazole, to give ethyl 2-((3-methyl-4-(2-(1,2,3,4-tetrahydroisoquinolin-2-yl)ethylthio)-2-pyridyl)methylthio)-1H-benzimidazole-1-carboxylate 1/2 ·ethanol as crystals, melting point 134°-136° C. (dec.).

Workup

  1. customThe same reaction as in Example 17

Sources & evidence

ORD record
ord-a092f06cc9d6412cab734d69e5b785bc
Source dataset
uspto-grants-1997_04
Patent number
US05616581

Reaction notes

Loading…