Hydrochloric Acid → HCID 67067628, compound

HRID 1037274Notes

Reaction equation

HRID 1037274 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:3]1[C:17]1[CH:22]=[CH:21][C:20]([C:23]2([NH:27]C(=O)OC(C)(C)C)[CH2:26][CH2:25][CH2:24]2)=[CH:19][CH:18]=1.[ClH:35]>C(Cl)Cl.CCOCC>[ClH:35].[NH2:27][C:23]1([C:20]2[CH:21]=[CH:22][C:17]([C:3]3[C:2](=[O:1])[C:10]4[C:5]([C:4]=3[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)=[CH:6][CH:7]=[CH:8][CH:9]=4)=[CH:18][CH:19]=2)[CH2:26][CH2:25][CH2:24]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67067872tert-butyl 1-(4-(1-oxo-3-phenyl-1H-inden-2-yl)phenyl)cyclobutylcarbamate

Product 1

HCID 67067628HCID 67067628, compoundYield 64%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 1-(4-(1-oxo-3-phenyl-1H-inden-2-yl)phenyl)cyclobutylcarbamate (6 mg, 0.0133 mmol) in DCM (1.0 mL) was added 2 M HCl in ether (2.0 mL). The reaction mixture was stirred at RT for 24 h and concentrated in vacuo to give the title compound (3 mg, 64%). 1H NMR (500 MHz, CD3OD): 7.65-7.10 (m, 13H), 2.75-2.60 (m, 2H), 2.55-2.45 (m, 2H), 2.20-2.05 (m, 1H), 1.95-1.80 (m, 1H). LCMS (Method I): [M+H]+=353.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7ebad229597c4a2d9e6323918e1cf372
Source dataset
uspto-grants-2013_10
Patent number
US08546376B2

Reaction notes

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