Triethylamine → HCID 135529059, compound

HRID 413089Notes

Reaction equation

HRID 413089 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][C:5]=1[C:14]1[NH:19][C:18](=[O:20])[C:17]2=[C:21]([CH3:27])[N:22]=[C:23]([CH2:24][CH2:25][CH3:26])[N:16]2[N:15]=1)[CH3:2].C(N(CC)CC)C.FC(F)(F)C(O)=O.[CH3:42][O:43][P:44]([CH2:48][N:49]1[CH2:54][CH2:53][NH:52][CH2:51][CH2:50]1)([O:46][CH3:47])=[O:45].C(OC1C=CC(S(N2CCN(P(OC)(OC)=O)CC2C)(=O)=O)=CC=1C1NC(=O)C2=C(C)N=C(CCC)N2N=1)C>ClCCl.CO>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:52]2[CH2:51][CH2:50][N:49]([CH2:48][P:44]([O:43][CH3:42])([O:46][CH3:47])=[O:45])[CH2:54][CH2:53]2)(=[O:12])=[O:11])=[CH:6][C:5]=1[C:14]1[NH:19][C:18](=[O:20])[C:17]2=[C:21]([CH3:27])[N:22]=[C:23]([CH2:24][CH2:25][CH3:26])[N:16]2[N:15]=1)[CH3:2]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 21918881HCID 21918881, compoundHCID 1354301594-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzene-1-sulfonyl chlorideHCID 136351949HCID 136351949, compound

Product 1

HCID 135529059HCID 135529059, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

By the same method, starting with 0.4 g (0.97 mmol) of 4-ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydro-imidazo[5,1-f][1,2,4]triazin-2-yl)-benzenesulphonyl chloride, 390 mg of triethylamine and 0.86 g (2.99 mmol) of 4-dimethoxyphosphorylmethyl-piperazine trifluoroacetate, 321 mg (53%) of 2-[2-ethoxy-5-(4-dimethoxyphosphoryl-methyl-piperazine-1-sulphonyl)-phenyl]-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one are obtained. Rf=0.4 (dichloromethane/methanol=20:1)

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-2f5200467f1a4fb399b6724f88e6bf91
Source dataset
uspto-grants-2003_05
Patent number
US06566360B1

Reaction notes

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