Hydrochloric Acid → HCID 66838615, compound

HRID 244548Notes

Reaction equation

HRID 244548 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:22][CH:23]4[CH2:37][C@@H:26]5[CH2:27][N:28](C(OC(C)(C)C)=O)[CH2:29][C@@H:25]5[CH2:24]4)=[C:17]([O:20][CH3:21])[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].Cl>CO.O1CCOCC1>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([O:22][CH:23]4[CH2:37][C@@H:26]5[CH2:27][NH:28][CH2:29][C@@H:25]5[CH2:24]4)=[C:17]([O:20][CH3:21])[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66838605HCID 66838605, compound

Product 1

HCID 66838615HCID 66838615, compoundYield 197.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

1,1-Dimethylethyl (3aR,6aS)-5-({[4-[(3,4-dichlorophenyl)amino]-6-(methyloxy)quinazolin-7-yl]oxy})hexahydrocyclo-penta[c]pyrrole-2(1H)-carboxylate (0.23 g, 0.42 mmol) was taken up in methanol (10 mL) and treated with 4.0M hydrogen chloride in dioxane (excess) and heated briefly to reflux. Concentration in vacuo provided N-(3,4-dichloro-phenyl)-6-(methyloxy)-7-{[(3aR,6aS)-octahydrocyclopenta[c]pyrrol-5-yl]oxy}quinazolin-4-amine hydrochloride (0.20 g, 100%). MS (EI) for C22H22Cl2N4O2: 445 (MH+).

Workup

  1. temperatureheated briefly
  2. temperatureto reflux
  3. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-891152073268433c90c2a5d7df86f99e
Source dataset
uspto-grants-2014_02
Patent number
US08658654B2

Reaction notes

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