Ammonia → HCID 66814519, compound

HRID 1097552Notes

Reaction equation

HRID 1097552 reaction equation
[BrH:1].Cl[C:3]1[C:12]2[N:13]=[C:14]([NH2:21])[N:15]([CH2:16][C:17]([CH3:20])([OH:19])[CH3:18])[C:11]=2[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:4]=1.[NH3:22]>CO>[BrH:1].[NH2:21][C:14]1[N:15]([CH2:16][C:17]([CH3:20])([OH:19])[CH3:18])[C:11]2[C:10]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[N:4]=[C:3]([NH2:22])[C:12]=2[N:13]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86626276HCID 86626276, compound

Product 1

HCID 66814519HCID 66814519, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
150 °C

Procedure

1-(4-Chloro-2-amino-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol hydrobromide (2.00 g, 5.38 mmol) and ammonia (50 mL of a 7 N solution in methanol) were added to a high-pressure vessel, which was sealed and heated overnight in an oven at 150° C. The solvent was removed under reduced pressure, and the residue was suspended in acetonitrile, isolated by filtration, washed with warm acetonitrile (2×100 mL), washed with diethyl ether (100 mL), washed with methanol, and dried under high vacuum to provide 1.02 g of 1-(2,4-diamino-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol hydrobromide as a white powder, mp >230° C.

Workup

  1. customwhich was sealed
  2. customThe solvent was removed under reduced pressure
  3. customisolated by filtration
  4. washwashed with warm acetonitrile (2×100 mL)
  5. washwashed with diethyl ether (100 mL)
  6. washwashed with methanol
  7. customdried under high vacuum

Sources & evidence

ORD record
ord-045a1793178b4dc6b9d2e87948195fdd
Source dataset
uspto-grants-2012_03
Patent number
US08143270B2

Reaction notes

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