Hydrochloric Acid → HCID 59272692, compound

HRID 1919564Notes

Reaction equation

HRID 1919564 reaction equation
C([NH:4][C:5]1[S:6][CH:7]=[C:8]([C:10]2[NH:11][C:12]([CH3:29])=[C:13]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:14]([C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=3[Cl:23])[N:15]=2)[N:9]=1)(=O)C.Cl>>[NH2:4][C:5]1[S:6][CH:7]=[C:8]([C:10]2[NH:11][C:12]([CH3:29])=[C:13]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:14]([C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=3[Cl:23])[N:15]=2)[N:9]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 59272704Ethyl 2-(2-acetylaminothiazol-4-yl)-4-(2-chloro-4-fluorophenyl)-6-methyl-1,4-dihydro-pyrimidin-5-carboxylate

Product 1

HCID 59272692HCID 59272692, compoundYield 79%

Procedure

0.35 g Ethyl 2-(2-acetylaminothiazol-4-yl)-4-(2-chloro-4-fluorophenyl)-6-methyl-1,4-dihydro-pyrimidin-5-carboxylate (Example 30) reacted with 2 ml 6 mol/L hydrochloric acid solution at 50° C. for 2 hr. The reaction product was extracted with ethyl acetate, dried, and separated by a column chromatography to obtain 0.25 g of amorphous yellow solid with mp 95-110° C.; 1H-NMR (400 MHz, DMSO-d6) δ 1.01-1.04 (3H, m); 2.39 (3H, s); 3.89-3.95 (2H, m); 5.91 (1H, br); 7.02-7.38 (6H, m, br); 8.83 (1H, br); MS (EI) 394.0 (M+).

Workup

  1. extractionThe reaction product was extracted with ethyl acetate
  2. customdried
  3. customseparated by a column chromatography

Sources & evidence

ORD record
ord-b41250fd9440492881609ffb569a70e0
Source dataset
uspto-grants-2012_05
Patent number
US08168642B2

Reaction notes

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