Hydrochloric Acid → 244768-47-6

HRID 912612Notes

Reaction equation

HRID 912612 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[NH:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([NH:17][C:18]2[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[CH:20][CH:19]=2)[N:12]=1.[ClH:26].CC(O)C>C(O)C>[ClH:26].[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[NH:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([NH:17][C:18]2[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[CH:20][CH:19]=2)[N:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 214347Dapivirine

Product 1

HCID 22398432244768-47-6Yield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Compound (52) (0.0015 mol) was stirred in boiling ethanol (8 ml). 6 M HCl in 2-propanol (0.0015 mol) was added and the salt was allowed to crystallize out overnight at room temperature. The precipitate was filtered off, washed with 2-propanol and dried, yielding 0.47 g (86%) of 4-[[4-[(2,4,6-trimethyl-phenyl)amino]-2-pyrimidinyl]amino]benzonitrile hydrochloride (1:1) (compound 53).

Workup

  1. customto crystallize out overnight at room temperature
  2. filtrationThe precipitate was filtered off
  3. washwashed with 2-propanol
  4. customdried

Sources & evidence

ORD record
ord-27f150bc29b5481abff8113e80358326
Source dataset
uspto-grants-2011_09
Patent number
US08026248B2

Reaction notes

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