Dimethylacetamide → HCID 59451918, compound

HRID 1971245Notes

Reaction equation

HRID 1971245 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]([OH:10])=O)[CH:5]=[CH:4][CH:3]=1.CC(N(C)C)=O.[C:17]12([CH2:27][NH2:28])[CH2:26][CH:21]3[CH2:22][CH:23]([CH2:25][CH:19]([CH2:20]3)[CH2:18]1)[CH2:24]2.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>CN(C=O)C>[C:17]12([CH2:27][NH:28][C:8]([C:6]3[CH:5]=[CH:4][CH:3]=[C:2]([NH2:1])[N:7]=3)=[O:10])[CH2:24][CH:23]3[CH2:22][CH:21]([CH2:20][CH:19]([CH2:25]3)[CH2:18]1)[CH2:26]2

Participants

6

Reactant 4

HCID 31374DimethylacetamideHCID 86625Tricyclo(3.3.1.13,7)dec-1-ylmethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 3516526-Aminopyridine-2-carboxylic acid

Product 1

HCID 59451918HCID 59451918, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a suspension of 6-aminopyridine-2-carboxylic acid (10 g, 72.4 mmol) in DMF (200 mL) at RT, is sequentially added 25.2 mL of DMA (144.8 mmol), 12 g of 1-admantylmethylamine (72.4 mmol) and 38.4 g of BOP (86.88 mmol). The resulting mixture is stirred at RT for 16 h. The reaction mixture is added to 400 mL of ice/water. Filtration affords the title compound which is used in subsequent reactions without further purification.

Workup

  1. filtrationFiltration

Sources & evidence

ORD record
ord-418399044e2d4c93b3d25ea2b46c943f
Source dataset
uspto-grants-2013_04
Patent number
US08431593B2

Reaction notes

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