Hydrochloric Acid → HCID 66864734, compound

HRID 2093062Notes

Reaction equation

HRID 2093062 reaction equation
[CH3:1][NH:2]/[C:3](=[N:30]\[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)/[N:4]1[CH2:9][CH2:8][C:7]2[N:10]=[C:11]([C:13]([NH:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[NH:22]C(=O)OC(C)(C)C)=[O:14])[S:12][C:6]=2[CH2:5]1.Cl>>[NH2:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[NH:15][C:13]([C:11]1[S:12][C:6]2[CH2:5][N:4]([C:3]([NH:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[N:2][CH3:1])[CH2:9][CH2:8][C:7]=2[N:10]=1)=[O:14]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 178484901HCID 178484901, compound

Product 1

HCID 66864734HCID 66864734, compound

Procedure

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 obtained in step II above was treated with ethereal HCl at room temperature for 5-15 h. Solvent was evaporated and the residue was purified by either column chromatography or preparative HPLC to give N-(2-aminophenyl)-5-[anilino(methylimino)methyl]-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxamide, which was then converted into its dihydrochloride salt.

Workup

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

Sources & evidence

ORD record
ord-5a9aa65f832f42a188822f4b7d8d916f
Source dataset
uspto-grants-2013_05
Patent number
US08440830B2

Reaction notes

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