Hydrochloric Acid → HCID 178511549, compound

HRID 1819491Notes

Reaction equation

HRID 1819491 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][C:16]2[C:21]([N+:22]([O-:24])=[O:23])=[CH:20][N:19]=[C:18]([NH:25][CH:26]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[N:17]=2)[CH2:10][CH2:9]1)(C)(C)C.Cl>O1CCOCC1>[NH2:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][NH:15][C:16]2[C:21]([N+:22]([O-:24])=[O:23])=[CH:20][N:19]=[C:18]([NH:25][CH:26]([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)[CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[N:17]=2)[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59845663(4-{[2-(1,2-Diphenyl-ethylamino)-5-nitro-pyrimidin-4-ylamino]-methyl}-cyclohexyl)-carbamic acid tert-butyl ester

Product 1

HCID 178511549HCID 178511549, compoundYield 67.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(4-{[2-(1,2-Diphenyl-ethylamino)-5-nitro-pyrimidin-4-ylamino]-methyl}-cyclohexyl)-carbamic acid tert-butyl ester (105 mg, 0.19 mmol) was dissolved in dioxane (5 mL). An HCl solution (2 mL of a 4M solution) was added. After 18 h, an oil separated from the solvent. The solvent was decanted and the oil was dissolved in water and lyopholized yielding 57 mg of the title compound as a pale yellow solid, m/z 447.3 [M+1]+.

Workup

  1. customan oil separated from the solvent
  2. customThe solvent was decanted
  3. dissolutionthe oil was dissolved in water

Sources & evidence

ORD record
ord-aa5959a3369242a0995f1ba46043a962
Source dataset
uspto-grants-2009_10
Patent number
US07601714B2

Reaction notes

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