Acetic Acid → HCID 178483001, compound

HRID 1685090Notes

Reaction equation

HRID 1685090 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][CH:30]=1)[CH2:5][NH:6][C:7](=[O:27])[NH:8][C:9]1[S:10][CH:11]=[C:12]([CH2:14][N:15]([CH3:26])[C:16]([C:18]2[CH:23]=[C:22](Cl)[N:21]=[N:20][C:19]=2[Cl:25])=[O:17])[N:13]=1.C(O)(=[O:33])C>>[F:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][CH:30]=1)[CH2:5][NH:6][C:7](=[O:27])[NH:8][C:9]1[S:10][CH:11]=[C:12]([CH2:14][N:15]([CH3:26])[C:16]([C:18]2[CH:23]=[C:22]([OH:33])[N:21]=[N:20][C:19]=2[Cl:25])=[O:17])[N:13]=1

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 86661318HCID 86661318, compound

Product 1

HCID 178483001HCID 178483001, compound

Procedure

3,6-Dichloro-pyridazine-4-carboxylic acid {2-[3-(3-fluoro-benzyl)-ureido]-thiazol-4-ylmethyl}-methyl-amide (150 mg) in acetic acid (10 mL) was heated at reflux for 2 h. The resultant mixture was concentrated and purified by a preparative C-18 reverse phase HPLC. About 15 mg of the desired product-3-chloro-6-hydroxypyridazine-4-carboxylic acid {2-[3-(3-fluoro-benzyl)-ureido]-thiazol-4-ylmethyl}-methyl-amide was obtained. The desired product was confirmed by 1HNMR and LC-MS.

Workup

  1. temperatureat reflux for 2 h
  2. concentrationThe resultant mixture was concentrated
  3. custompurified by a preparative C-18 reverse phase HPLC

Sources & evidence

ORD record
ord-285c0e9c49cc41ecb300bd7d3d21bcd2
Source dataset
uspto-grants-2012_04
Patent number
US08148380B2

Reaction notes

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