Hydrochloric Acid → HCID 16739068, compound

HRID 913247Notes

Reaction equation

HRID 913247 reaction equation
C(OC([NH:8][C:9]1[C:10]([NH:20][C:21]([C:23]2[CH:43]=[CH:42][C:26]([CH2:27][NH:28][C:29](=[O:41])[O:30][C:31]3[CH:40]=[CH:39][C:38]4[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=4)[CH:32]=3)=[CH:25][CH:24]=2)=[O:22])=[N:11][N:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:13]=1)=O)(C)(C)C.Cl>C(OCC)(=O)C.O1CCOCC1>[NH2:8][C:9]1[C:10]([NH:20][C:21]([C:23]2[CH:43]=[CH:42][C:26]([CH2:27][NH:28][C:29](=[O:41])[O:30][C:31]3[CH:40]=[CH:39][C:38]4[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=4)[CH:32]=3)=[CH:25][CH:24]=2)=[O:22])=[N:11][N:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:13]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86636504HCID 86636504, compound

Product 1

HCID 16739068HCID 16739068, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2-naphthyl {4-[({4-[(tert-butoxycarbonyl)amino]-1-phenyl-1H-pyrazol-3-yl}amino)carbonyl]benzyl}carbamate (approximately 5 mg) in ethyl acetate (1 mL) was added 4M HCl in dioxane (1 mL). The reaction was stirred at ambient temperature for 16 hours. Evaporation in vacuo gave the title compound as a white solid. 1H NMR (600 MHz, CD3OD) δ 8.44 (s, 1H), 8.07 (d, J=8.2 Hz, 2H), 7.87 (t, J=8.5 Hz, 2H), 7.82 (d, J=7.9 Hz, 1H), 7.79 (d, J=8.8 Hz, 2H), 7.52 (m, 7H), 7.37 (t, J=7.3 Hz, 1H), 7.28 (dd, J=8.8, 2.1 Hz, 1H), 4.50 (s, 2H); ESIMS calcd 478.2 (M++H), found 478.1 (M++H).

Workup

  1. customEvaporation in vacuo

Sources & evidence

ORD record
ord-fc67dc2e83bc4d2ba58eeb50f050c7e0
Source dataset
uspto-grants-2011_09
Patent number
US08026260B2

Reaction notes

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