Hydrochloric Acid → HCID 67147542, compound

HRID 1910644Notes

Reaction equation

HRID 1910644 reaction equation
[C:1]1([CH:7]([NH:9][C:10]2[CH:11]=[C:12]([N:19]3[CH2:25][CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]3)[CH:13]=[CH:14][C:15]=2[N+:16]([O-:18])=[O:17])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:33]>ClCCl.C(OCC)C>[ClH:33].[N:19]1([C:12]2[CH:13]=[CH:14][C:15]([N+:16]([O-:18])=[O:17])=[C:10]([NH:9][CH:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH3:8])[CH:11]=2)[CH2:25][CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58707303HCID 58707303, compound

Product 1

HCID 67147542HCID 67147542, compoundYield 68%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of t-butyl 4-(3-(1-phenylethylamino)-4-nitrophenyl)-1,4-diazepane-1-carboxylate (0.1 mmol) in dry dichloromethane (1.0 mL) was added a saturated solution of HCl in diethyl ether (20 mL). The reaction mixture was stirred for 2 h. The solvent was removed by rotary evaporation to afford the title compound (68%). 1H NMR (400 MHz, CD3OD): δ 7.99 (d, 1H), 7.52 (m, 5H), 6.36 (d, 1H), 5.86 (s, 1H), 4.75 (m, 1H), 3.52 (m, 2H), 3.45 (m, 2H), 3.17 (m, 4H), 1.81 (m, 2H), 1.60 (d, 3H); MS (ESI) m/z: Calculated: 376.8; Observed: 341.5 (M++1).

Workup

  1. customThe solvent was removed by rotary evaporation

Sources & evidence

ORD record
ord-45a21a7439e8431d8bb56bb0a4320d4b
Source dataset
uspto-grants-2013_12
Patent number
US08604021B2

Reaction notes

Loading…