Hydrochloric Acid → HCID 49764167, compound

HRID 80489Notes

Reaction equation

HRID 80489 reaction equation
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[NH:6][C:7](=[O:22])[CH2:8][CH:9]3[CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11][N:10]3[C:4]=2[CH:3]=1.Cl>ClCCl>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[NH:6][C:7](=[O:22])[CH2:8][CH:9]3[CH2:14][NH:13][CH2:12][CH2:11][N:10]3[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67249694tert-butyl 10-chloro-6-oxo-1,2,4a,5,6,7-hexahydrobenzo[b]pyrazino[1,2-d][1,4]diazepine-3(4H)-carboxylate

Product 1

HCID 49764167HCID 49764167, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Example 3C (122 mg, 0.347 mmol) in dichloromethane (5 mL) was added HCl (4M in dioxane, 0.867 mL, 3.47 mmol). After the reaction was complete by LC/MS analysis, the volatiles were removed in vacuo, and the residue was purified by preparative HPLC to afford the title compound. 1H NMR (500 MHz, DMSO-d6/D2O) δ ppm 7.12-7.20 (m, 2H), 7.01 (d, J=8.24 Hz, 1H), 3.61-3.69 (m, J=8.09 Hz, 1H), 3.27-3.42 (m, 4H), 2.94-3.08 (m, 2H), 2.68 (dd, J=13.73, 7.02 Hz, 1H), 2.08 (d, J=12.51 Hz, 1H); MS (ESI) m/z 251.9 (M+H)+.

Workup

  1. customthe volatiles were removed in vacuo
  2. customthe residue was purified by preparative HPLC

Sources & evidence

ORD record
ord-2e99b78238414690a8b8969b2c903033
Source dataset
uspto-grants-2014_09
Patent number
US08846663B2

Reaction notes

Loading…