Hydrochloric Acid → HCID 67487241, compound

HRID 1809564Notes

Reaction equation

HRID 1809564 reaction equation
[O:1]([C:8]1[C:9]([NH:24][C:25]2[S:29][N:28]=[C:27]([CH:30]3[CH2:35][CH2:34][N:33](C(OC(C)(C)C)=O)[CH2:32][CH2:31]3)[N:26]=2)=[N:10][CH:11]=[C:12]([S:14][C:15]2[CH:20]=[CH:19][N:18]=[C:17]3[CH:21]=[CH:22][S:23][C:16]=23)[CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.[ClH:45]>C(Cl)Cl.O1CCOCC1>[ClH:45].[ClH:45].[ClH:45].[O:1]([C:8]1[C:9]([NH:24][C:25]2[S:29][N:28]=[C:27]([CH:30]3[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]3)[N:26]=2)=[N:10][CH:11]=[C:12]([S:14][C:15]2[CH:20]=[CH:19][N:18]=[C:17]3[CH:21]=[CH:22][S:23][C:16]=23)[CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 57742595HCID 57742595, compound

Product 1

HCID 67487241HCID 67487241, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

tert-butyl 4-(5-(3-phenoxy-5-(thieno[3,2-b]pyridin-7-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidine-1-carboxylate (10 g, 16 mmol) was dissolved in 1:1 CH2Cl2:methanol and 4N HCl in dioxane was added (80 mL). The reaction was stirred for 1 hour and then concentrated in vacuo to afford 3-phenoxy-N-(3-(piperidin-4-yl)-1,2,4-thiadiazol-5-yl)-5-(thieno[3,2-b]pyridin-7-ylthio)pyridin-2-amine trihydrochloride (10 g, 100%).

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5bc6625cf0ee435594819ea4fdae919c
Source dataset
uspto-grants-2013_01
Patent number
US08362037B2

Reaction notes

Loading…