Hydrochloric Acid → HCID 14391891, compound

HRID 1381459Notes

Reaction equation

HRID 1381459 reaction equation
[CH:1]1([NH:4][S:5]([C:8]2[C:9]([S:14]([NH2:17])(=[O:16])=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)(=[O:7])=[O:6])[CH2:3][CH2:2]1.C1([O:24][C:25](=O)[NH:26][C:27]2[N:32]=[C:31]([O:33][CH3:34])[CH:30]=[C:29]([O:35][CH3:36])[N:28]=2)C=CC=CC=1.N12CCCCC1C=NCCC2.Cl>C(#N)C.O>[CH:1]1([NH:4][S:5]([C:8]2[C:9]([S:14]([NH:17][C:25]([NH:26][C:27]3[N:28]=[C:29]([O:35][CH3:36])[CH:30]=[C:31]([O:33][CH3:34])[N:32]=3)=[O:24])(=[O:16])=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=2)(=[O:7])=[O:6])[CH2:3][CH2:2]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3141121,5-Diazabicyclo(5,4,0)undec-5-eneHCID 10945667Carbamic acid, N-(4,6-dimethoxy-2-pyrimidinyl)-, phenyl esterHCID 14391890HCID 14391890, compound

Product 1

HCID 14391891HCID 14391891, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a solution of 0.14 g of the product of Example 1 and 0.15 g of phenyl(4,6-dimethoxypyrimidin-2-yl)carbamate in 2 ml of dry acetonitrile was added 0.1 ml of 1,5-diazabicyclo[5.4.0]undec-5-ene (DBU). The solution was stirred for 15 minutes at room temperature, diluted with 2 ml of water and acidified with 5% hydrochloric acid. The precipitated product was collected by filtration, washed successively with water, diethyl ether, and 1-chlorobutane, and dried in vacuo at 40° C. to afford 0.19 g of the subject compound, m.p. 197.5°-199° C. (dec.).

Workup

  1. filtrationThe precipitated product was collected by filtration
  2. washwashed successively with water, diethyl ether, and 1-chlorobutane
  3. customdried in vacuo at 40° C.

Sources & evidence

ORD record
ord-ab931775d87a4bdcb88347794f542192
Source dataset
uspto-grants-1989_02
Patent number
US04802906

Reaction notes

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