4,6-Diiodopyrimidine → (6-iodo-pyrimidin-4-yl)-(1,2,7-trimethyl-1H-benzimidazol-5-yl)-amine

HRID 1846440Notes

Reaction equation

HRID 1846440 reaction equation
Cl.[CH3:2][N:3]1[C:7]2[C:8]([CH3:13])=[CH:9][C:10]([NH2:12])=[CH:11][C:6]=2[N:5]=[C:4]1[CH3:14].[I:15][C:16]1[CH:21]=[C:20](I)[N:19]=[CH:18][N:17]=1>C(O)CCC>[I:15][C:16]1[N:17]=[CH:18][N:19]=[C:20]([NH:12][C:10]2[CH:9]=[C:8]([CH3:13])[C:7]3[N:3]([CH3:2])[C:4]([CH3:14])=[N:5][C:6]=3[CH:11]=2)[CH:21]=1

Participants

4

Reactant 2

HCID 157602954,6-DiiodopyrimidineHCID 669781471,2,7-trimethyl-1H-benzimidazol-5-ylamine hydrochloride

Product 1

HCID 86663900(6-iodo-pyrimidin-4-yl)-(1,2,7-trimethyl-1H-benzimidazol-5-yl)-amine

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

150 mg (0.700 mmol) 1,2,7-trimethyl-1H-benzimidazol-5-ylamine hydrochloride, 260 mg (0.800 mmol) 4,6-diiodopyrimidine, 0.300 mL (2.00 mmol) TEA and 5.0 mL 1-butanol were combined and stirred for 1 h at RT. The reaction mixture was evaporated down and the residue was extracted with DCM and 1N aqueous sodium hydroxide solution. The organic phase was dried on sodium sulphate, filtered and evaporated down.

Workup

  1. customThe reaction mixture was evaporated down
  2. extractionthe residue was extracted with DCM and 1N aqueous sodium hydroxide solution
  3. customThe organic phase was dried on sodium sulphate
  4. filtrationfiltered
  5. customevaporated down

Sources & evidence

ORD record
ord-bfcbd8a1236646ef9474dec19935d0ea
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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