Hydrochloric Acid → HCID 21059981, compound

HRID 1241406Notes

Reaction equation

HRID 1241406 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH2:8])[CH:3]=1.CCN(C(C)C)C(C)C.[Cl-].[Cl-].[O:20]=[S:21]1(=[O:32])[CH2:25][CH2:24][CH:23]([NH+:26]2[CH2:31][CH2:30][NH2+:29][CH2:28][CH2:27]2)[CH2:22]1.Cl>C(O)CCC>[O:32]=[S:21]1(=[O:20])[CH2:25][CH2:24][CH:23]([N:26]2[CH2:31][CH2:30][N:29]([C:2]3[N:7]=[CH:6][N:5]=[C:4]([NH2:8])[CH:3]=3)[CH2:28][CH2:27]2)[CH2:22]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 2380124-Amino-6-chloropyrimidineHCID 67550098HCID 67550098, compound

Product 1

HCID 21059981HCID 21059981, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

7-2 (0.23 g, 1.79 mmol), DIEA (0.69 g, 5.37 mmol) and 1-(1,1-dioxidotetrahydrothien-3-yl)piperazinediium dichloride (the bis HCl salt of 39-1) (0.49 g, 1.79 mmol) were stirred at 150° C. in n-butanol for 18 hours overnight. Upon cooling, the solid was filtered off and washed with n-butanol and ethyl ether to afford 39-2. Hi-Res MS: calc: 298.1132 found: 298.1357. 1H-NMR (CD3OD): 7.97(s, 1H); 5.72(s, 1H); 3.55(t, 4H); 3.27(complex, 2H); 3.07(complex, 2H); 2.77(complex, 1H); 2.67(m, 2H); 2.59(m, 2H); 2.47(m, 1H); 2.12(m, 1H).

Workup

  1. temperatureUpon cooling
  2. filtrationthe solid was filtered off
  3. washwashed with n-butanol and ethyl ether
  4. customto afford 39-2

Sources & evidence

ORD record
ord-c45afc64fa1e45f68ff44a042c9f7822
Source dataset
uspto-grants-2006_10
Patent number
US07115597B2

Reaction notes

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