Hydrochloric Acid → HCID 68706575, compound

HRID 222128Notes

Reaction equation

HRID 222128 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:10]2[CH2:11][CH2:12][C:13]3[C:18]([C:9]=2[N:8]([CH3:20])[C:7]=1[C:21]([O:23]C(C)(C)C)=[O:22])=[N:17][C:16]([NH2:19])=[N:15][CH:14]=3)=[O:5])[CH3:2].Cl>CCO>[CH2:1]([O:3][C:4]([C:6]1[C:10]2[CH2:11][CH2:12][C:13]3[C:18]([C:9]=2[N:8]([CH3:20])[C:7]=1[C:21]([OH:23])=[O:22])=[N:17][C:16]([NH2:19])=[N:15][CH:14]=3)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 687090818-Amino-1-methyl-4,5-dihydro-1H-1,7,9-triaza-cyclopenta[a]naphthalene-2,3-dicarboxylic acid 2-tert-butyl ester 3-ethyl ester

Product 1

HCID 68706575HCID 68706575, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 8-amino-1-methyl-4,5-dihydro-1H-1,7,9-triaza -cyclopenta[a]naphthalene-2,3-dicarboxylic acid 2-tert-butyl ester 3-ethyl ester N6 (3.76 mmol) in 20 mL of EtOH, 2N HCl (2 mL) was added. The solution was stirred at reflux for 5 h then the solvent was evaporated, affording the title compound in quantitative yield. ESI (+) MS: m/z 317 (MH+), MS (ES−) 315. 1H NMR: 1.27 (t, J=7.08, 3H), 2.79 (t, J=7.68, 2H), 2.93 (t, J=7.68, 2H), 4.15 (s, 3H), 4.23 (q, J=7.08, 2H), 7.96 (bs, 1H), 8.11 (s, 1H), 8.38 (bs, 1H).

Workup

  1. temperatureat reflux for 5 h
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-d6da531690674f45a799cad85159ea1e
Source dataset
uspto-grants-2012_06
Patent number
US08207180B2

Reaction notes

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