Triethylamine → HCID 135529059, compound

HRID 2249452Notes

Reaction equation

HRID 2249452 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) 200 MHz 1H-NMR (CDCl3): 1.02, t, 3H; 1.60, t, 3H; 1.88, sex., 2H; 2.62, s, 3H; 2.75, m, 4H; 3.02, t, 2H; 3.11, m, 4H; 3.70, s, 3H; 3.75, s, 3H; 4.35, quart., 2H; 5.30, s, 2H; 7.18, d, 1H; 7.88, dd, 1H; 8.45, d, 1H; 9.71, s, 1H.

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-b4300704ed8047ea8a08c48d7719542a
Source dataset
uspto-grants-2008_01
Patent number
US07314871B2

Reaction notes

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