Methylamine → HCID 58055069, compound

HRID 1685014Notes

Reaction equation

HRID 1685014 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][C:24]=1[Cl:25])[CH2:5][NH:6][C:7](=[O:21])[NH:8][C:9]1[S:10][CH:11]=[C:12]([C:14](=O)[C:15]([O:17]CC)=O)[N:13]=1.[BH3-][C:27]#[N:28].[Na+].[CH3:30][NH2:31]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][C:24]=1[Cl:25])[CH2:5][NH:6][C:7](=[O:21])[NH:8][C:9]1[S:10][CH:11]=[C:12]([CH:14]([NH:28][CH3:27])[C:15]([NH:31][CH3:30])=[O:17])[N:13]=1

Participants

5

Reactant 3

HCID 6329MethylamineHCID 5003444Sodium cyanoborohydrideHCID 86661281HCID 86661281, compound

Product 1

HCID 58055069HCID 58055069, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-(2-(3-(3,4-dichlorobenzyl)ureido)thiazol-4-yl)-2-oxoacetate (800 mg) was dissolved in 2 M methylamine in tetrahydrofuran (20 ml) and NaCNBH3 (2.2 eq.) was added and stirred at room temperature overnight. The title compound was purified by column using 0-10% gradient of 7 N ammonia/MeOH and DCM.

Workup

  1. customThe title compound was purified by column

Sources & evidence

ORD record
ord-a6e8f31948144050865470e790e4b130
Source dataset
uspto-grants-2012_04
Patent number
US08148380B2

Reaction notes

Loading…