Methylamine hydrochloride → HCID 178484901, compound

HRID 2093061Notes

Reaction equation

HRID 2093061 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:15][C:16]([C:18]1[S:19][C:20]2[CH2:21][N:22]([C:27](SC)=[N:28][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH2:23][CH2:24][C:25]=2[N:26]=1)=[O:17])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[CH3:38][NH2:39]>CN(C=O)C>[CH3:38][NH:39]/[C:27](=[N:28]\[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)/[N:22]1[CH2:23][CH2:24][C:25]2[N:26]=[C:18]([C:16]([NH:15][C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:17])[S:19][C:20]=2[CH2:21]1

Participants

4

Reactant 2

HCID 6364545Methylamine hydrochlorideHCID 66863858HCID 66863858, compound

Product 1

HCID 178484901HCID 178484901, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of methyl 2-({2-[(tert-butoxycarbonyl)amino]phenyl}carbamoyl)-N-phenyl-6,7-dihydro[1,3]thiazolo[5,4-c]pyridine-5(4H)-carbimidothioate obtained form step I (1 eq), and methylamine HCl (60 eq) in DMF was heated at 50° C. in a sealed tube for 72 h. Solvent was evaporated and the residue was purified by either column chromatography or preparative HPLC to afford the tert-butyl {2-[({5-[(E)-(methylamino)(phenylimino)methyl]-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridin-2-yl}carbonyl)amino]phenyl}carbamate

Workup

  1. customSolvent was evaporated
  2. customthe residue was purified by either column chromatography or preparative HPLC

Sources & evidence

ORD record
ord-f89bf08e9131455eaf0deabf2acefa73
Source dataset
uspto-grants-2013_05
Patent number
US08440830B2

Reaction notes

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