Hydrochloric Acid → HCID 71138276, compound

HRID 2408432Notes

Reaction equation

HRID 2408432 reaction equation
[N:1]1([C:7]2[CH:8]=[C:9]([C:13]3[N:18]=[C:17]4[N:19]([C:28]5[CH:33]=[CH:32][C:31]([C:34]6([NH:38]C(=O)OC(C)(C)C)[CH2:37][CH2:36][CH2:35]6)=[CH:30][CH:29]=5)[C:20]([C:22]5[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=5)=[N:21][C:16]4=[CH:15][CH:14]=3)[CH:10]=[CH:11][CH:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl>C(Cl)(Cl)Cl.C1COCC1.CO.C(OCC)(=O)C>[N:1]1([C:7]2[CH:8]=[C:9]([C:13]3[N:18]=[C:17]4[N:19]([C:28]5[CH:29]=[CH:30][C:31]([C:34]6([NH2:38])[CH2:37][CH2:36][CH2:35]6)=[CH:32][CH:33]=5)[C:20]([C:22]5[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=5)=[N:21][C:16]4=[CH:15][CH:14]=3)[CH:10]=[CH:11][CH:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 71142832HCID 71142832, compound

Product 1

HCID 71138276HCID 71138276, compoundYield 97.9%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolvent2×HCID 22742167HCID 22742167, compoundSolvent

Procedure

To a stirred solution of tert-butyl (1-{4-[5-(3-morpholin-4-ylphenyl)-2-phenyl-3H-imidazo[4,5-b]pyridin-3-yl]phenyl}cyclobutyl)carbamate (67 mg, 0.11 mmol) in CHCl3/THF/MeOH (1:1:1, v/v/v, 3 mL), was added 4M HCl in ethyl acetate 1˜5 mL at rt. The mixture was stirred for 2 h at rt and ethyl acetate added. The solid was collected by filtration. The solid was dried to give the titled compound (54 mg) as a white solid.

Workup

  1. filtrationThe solid was collected by filtration
  2. customThe solid was dried

Sources & evidence

ORD record
ord-774c17971a3d40c3b34cbf5320cc1853
Source dataset
uspto-grants-2014_08
Patent number
US08815854B2

Reaction notes

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