Triethylamine → 3-[2-(4-Fluoro-phenyl)-pyrimidin-5-yl]-N-(pyridin-2-yl)-acrylamide

HRID 1873771Notes

Reaction equation

HRID 1873771 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[CH:12][C:11]([CH:14]=[CH:15][C:16]([OH:18])=O)=[CH:10][N:9]=2)=[CH:4][CH:3]=1.CN(C(O[N:27]1N=N[C:29]2[CH:30]=[CH:31][CH:32]=[N:33][C:28]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[CH:10][C:11]([CH:14]=[CH:15][C:16]([NH:27][C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][N:33]=3)=[O:18])=[CH:12][N:13]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 687119093-[2-(4-Fluoro-phenyl)-pyrimidin-5-yl]-acrylic Acid

Product 1

HCID 687138593-[2-(4-Fluoro-phenyl)-pyrimidin-5-yl]-N-(pyridin-2-yl)-acrylamide

Procedure

The N-substituted 3-[2-(4-fluoro-phenyl)-pyrimidin-5-yl]-acrylamides of the formula Ik, which are listed in Table 8, were prepared as described in Example 116(d) from 110 mg (0.45 mmol) of 3-[2-(4-fluoro-phenyl)-pyrimidin-5-yl]-acrylic acid, 0.9 mmol of the respective amine, 171 mg (0.45 mmol) of HATU and 136.7 mg (1.35 mmol) of triethylamine.

Workup

  1. customwere prepared

Sources & evidence

ORD record
ord-05af4055876d4e26b50c0205274bf67f
Source dataset
uspto-grants-2012_11
Patent number
US08304438B2

Reaction notes

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