Hydrochloric Acid → HCID 178511538, compound

HRID 1819378Notes

Reaction equation

HRID 1819378 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][CH2:26][CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]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][CH2:26][CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)[N:17]=2)[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57885611(4-{[2-(Cyclohexylmethylamino)-5-nitro-pyrimidin-4-ylamino]-methyl}-cyclohexyl)-carbamic acid tert-butyl ester

Product 1

HCID 178511538HCID 178511538, compoundYield 35.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

The above (4-{[2-(cyclohexylmethylamino)-5-nitro-pyrimidin-4-ylamino]-methyl}-cyclohexyl)-carbamic acid tert-butyl ester (32 mg, 0.07 mmol) was dissolved in dioxane (0.6 mL) and treated with 4M HCl in dioxane (0.25 mL). The reaction mixture was concentrated in vacuo and the resulting residue was purified by silica gel preparative TLC to afford 9 mg (35%) of the title compound, m/z 363.4 [M+1]+.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe resulting residue was purified by silica gel preparative TLC

Sources & evidence

ORD record
ord-1e058d5d906b412fbd38a8f1235368c3
Source dataset
uspto-grants-2009_10
Patent number
US07601714B2

Reaction notes

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