Hydrochloric Acid → HCID 57520764, compound

HRID 1528113Notes

Reaction equation

HRID 1528113 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:14]=[C:15]3[C:20](=[CH:21][CH:22]=2)[N:19]=[CH:18][CH:17]=[C:16]3[NH:23][C:24]([NH:26][C:27]2[CH:32]=[N:31][CH:30]=[CH:29][N:28]=2)=[O:25])[CH2:9]1)=O)(C)(C)C.Cl>C(Cl)Cl.CC(O)C>[N:28]1[CH:29]=[CH:30][N:31]=[CH:32][C:27]=1[NH:26][C:24]([NH:23][C:16]1[C:15]2[C:20](=[CH:21][CH:22]=[C:13]([CH:10]3[CH2:11][CH2:12][NH:8][CH2:9]3)[CH:14]=2)[N:19]=[CH:18][CH:17]=1)=[O:25]

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 57520678HCID 57520678, compound

Product 1

HCID 57520764HCID 57520764, compoundYield 124.6%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 50 mg of tert-butyl-3-[4-(3-pyrazin-2-yl-ureido)-quinolin-6-yl]-pyrrolidine-1-carboxylate (example 43) (0.120 mmol) in 5 ml of DCM was added 1 ml of 6M HCl solution in propanol-2 with stirring at room temperature. After reaction over night the solvent and excess HCl was removed in vacuum, and the residue was co-distilled at least three times with propanol-2. 50 mg of the desired product were obtained as powder as the di-hydrochloride salt (yield: quant.).

Workup

  1. customwas removed in vacuum

Sources & evidence

ORD record
ord-7576163e4a724be4bf5fb893c1a31eef
Source dataset
uspto-grants-2015_07
Patent number
US09090592B2

Reaction notes

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