Hydrochloric Acid → HCID 59517550, compound

HRID 1946463Notes

Reaction equation

HRID 1946463 reaction equation
[CH2:1]([C:3]1[N:4]=[C:5]2[CH:10]=[CH:9][C:8]([S:11][CH2:12][CH3:13])=[N:7][N:6]2[C:14]=1[S:15]([NH2:18])(=[O:17])=[O:16])[CH3:2].[CH3:19][O:20][C:21]1[CH:26]=[C:25]([O:27][CH3:28])[N:24]=[C:23]([NH:29][C:30](=O)[O:31]C2C=CC=CC=2)[N:22]=1.C1CCN2C(=NCCC2)CC1.Cl>C(#N)C.O>[CH3:28][O:27][C:25]1[CH:26]=[C:21]([O:20][CH3:19])[N:22]=[C:23]([NH:29][C:30]([NH:18][S:15]([C:14]2[N:6]3[N:7]=[C:8]([S:11][CH2:12][CH3:13])[CH:9]=[CH:10][C:5]3=[N:4][C:3]=2[CH2:1][CH3:2])(=[O:16])=[O:17])=[O:31])[N:24]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 10945667Carbamic acid, N-(4,6-dimethoxy-2-pyrimidinyl)-, phenyl esterHCID 23028111HCID 23028111, compound

Product 1

HCID 59517550HCID 59517550, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

As shown in the above reaction scheme, 2-ethyl-6-ethylthioimidazo[1,2-b]pyridazin-3-ylsulfonamide (0.19 g, 0.66 mmol) and phenyl N-(4,6-dimethoxypyrimidin-2-yl)carbamate (0.20 g, 0.73 mmol) were suspended in acetonitrile (5 ml) and stirred at room temperature, during which DBU (0.11 g, 0.73 mmol) was added thereto. After the mixture was stirred at room temperature for 2 hours, the reaction solution was poured into water (50 ml) and adjusted to pH 2 with dilute hydrochloric acid. The precipitated crystals were collected by filtration, and washed with water and ether in this order. The crystals were dried under reduced pressure to give the title compound as colorless crystals. The yield was 0.18 g (58%), and the melting point was 160 to 165° C. (dec.).

Workup

  1. additionwas added
  2. filtrationThe precipitated crystals were collected by filtration
  3. washwashed with water and ether in this order
  4. customThe crystals were dried under reduced pressure

Sources & evidence

ORD record
ord-b434d746bfeb4ac98e6deae58d14d749
Source dataset
uspto-grants-2013_03
Patent number
US08399381B2

Reaction notes

Loading…