Dimethylformamide → HCID 16118433, compound

HRID 2264208Notes

Reaction equation

HRID 2264208 reaction equation
[O:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[C:11]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)=[CH:10][C:9]([NH2:18])=[C:8]([NH2:19])[N:7]=1.C(N(CC)CC)C.CN(C)[CH:29]=[O:30]>>[O:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[N:7]=[C:8]2[NH:19][C:29](=[O:30])[NH:18][C:9]2=[CH:10][C:11]=1[C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 59595986HCID 59595986, compound2×

Product 1

HCID 16118433HCID 16118433, compoundYield 45%

Procedure

A solution of 2-(1,3-oxazol-2-yl)-3,4′-bipyridine-5,6-diamine (Intermediate 10, 0.077 g, 0.3 mmol), N,N′-carbonyldiimidazole (0.146 g, 0.9 mmol) and triethylamine (91 mg, 0.9 mmol) in N,N-dimethylformamide (1 mL) was heated to 100° C. in a sealed tube. After 4 hours, the mixture was cooled and concentrated in vacuo. Water was added to the residue and the solid that separated was washed with water and dried to give the title compound (0.038 g, 45%) as a white solid.

Workup

  1. temperaturethe mixture was cooled
  2. concentrationconcentrated in vacuo
  3. additionWater was added to the residue
  4. customthe solid that separated
  5. washwas washed with water
  6. customdried

Sources & evidence

ORD record
ord-4f670883641b495d8c2462d059301efb
Source dataset
uspto-grants-2010_12
Patent number
US07855202B2

Reaction notes

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