Hydrochloric Acid → HCID 22729458, compound

HRID 2085423Notes

Reaction equation

HRID 2085423 reaction equation
Cl.C(OC(=O)[NH:8][CH2:9][CH:10]1[CH2:15][CH2:14][CH:13]([NH:16][C:17]([C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:22]=[CH:21][CH:20]=2)=[O:18])[CH2:12][CH2:11]1)(C)(C)C>O1CCOCC1.ClCCl>[NH2:8][CH2:9][CH:10]1[CH2:11][CH2:12][CH:13]([NH:16][C:17]([C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:22]=[CH:21][CH:20]=2)=[O:18])[CH2:14][CH2:15]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22729436HCID 22729436, compound

Product 1

HCID 22729458HCID 22729458, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

HCl in dioxane (10 mL, 4 N) was added to a solution of tert-butyl[4-(1-naphthoyl-amino)cyclohexyl]methylcarbamate (0.350 g) in dichloromethane (20 mL), stirred overnight, concentrated in vacuo, giving the desired product: 1H NMR δ 8.24 (dd, 1 H, J=1.2, 8.7 Hz), 7.85 (dt, 2 H, J=2.7, 9.7 Hz), 7.60-7.30 (m, 4 H), 5.98 (m, 1 H), 4.02 (m, 1 H), 3.80-3.40 (m, 4 H), 2.53 (d, 2 H, J=6.0 Hz), 2.02 (ABq, 4 H), 1.41-1.90 (m, 4 H).

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-64dae9b5b20f45768a368b019ba50a3b
Source dataset
uspto-grants-2004_04
Patent number
US06720324B2

Reaction notes

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