Propylphosphonic anhydride → HCID 24854988, compound

HRID 2381053

Reaction equation

[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][CH:10]=O.[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][N:14]=1.[CH:20]([C:22]1[C:32]([O:33][CH3:34])=[CH:31][CH:30]=[CH:29][C:23]=1[O:24][CH2:25][C:26]([NH2:28])=[O:27])=O.C(P1(=O)OP(CCC)(=O)OP(CCC)(=O)O1)CC.CCCP(=O)=O>C(N(CC)CC)C>[NH2:28][C:26]([CH2:25][O:24][C:23]1[CH:29]=[CH:30][CH:31]=[C:32]([O:33][CH3:34])[C:22]=1[C:20]1[N:12]=[C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][N:14]2[C:10]=1[NH:9][C:3]1[C:4]([CH3:8])=[CH:5][CH:6]=[CH:7][C:2]=1[CH3:1])=[O:27]

Participants

Conditions

Temperature: 100 °C

Procedure

4.2 0.149 g of 12, 0.112 g of 2-amino-5-fluoropyridine 4, 0.209 g of 2-(2-formyl-3-methoxyphenoxy)acetamide 3, 0.286 ml of triethylamine and, dropwise, 2.5 ml of T3P® [=propylphosphonic anhydride (50% solution in ethyl acetate)] are introduced successively into a flask with ice-cooling and under an inert gas. The reaction mixture is stirred at 100° C. for 7 h. The mixture is subsequently subjected to conventional work-up, giving 0.2 g (40%) of “A1”.

Workup

temperaturecooling and under an inert gas

Sources & evidence

ORD record: ord-df4dd51a7ae14f998fd7e0c33560e0bc
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08258151B2

Linked notes

Loading…