Toluene → HCID 86677400, compound

HRID 2089668Notes

Reaction equation

HRID 2089668 reaction equation
[NH2:1][C:2](=[N:48][C:49](=[O:56])[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C@H:10]([C:35]2[CH:40]=[C:39]([O:41][CH3:42])[CH:38]=[C:37]([O:43][CH2:44][CH2:45][OH:46])[C:36]=2[F:47])[C:11]2[N:12]=[C:13]([O:22][CH2:23][O:24][C:25](=[O:34])[C:26]([CH3:33])([CH3:32])[CH2:27][O:28][CH2:29][O:30][CH3:31])[N:14]([C:16]3[N:21]=[CH:20][CH:19]=[CH:18][N:17]=3)[N:15]=2)=[CH:5][CH:4]=1.CC(OC)(C)C.C1(C)C=CC=CC=1.C(OCC)(=O)C.[ClH:76]>C(O)(C)C>[ClH:76].[NH2:1][C:2](=[N:48][C:49](=[O:56])[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C@H:10]([C:35]2[CH:40]=[C:39]([O:41][CH3:42])[CH:38]=[C:37]([O:43][CH2:44][CH2:45][OH:46])[C:36]=2[F:47])[C:11]2[N:12]=[C:13]([O:22][CH2:23][O:24][C:25](=[O:34])[C:26]([CH3:33])([CH3:32])[CH2:27][O:28][CH2:29][O:30][CH3:31])[N:14]([C:16]3[N:17]=[CH:18][CH:19]=[CH:20][N:21]=3)[N:15]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 1140TolueneHCID 15413tert-Butyl methyl etherHCID 21866389Hydrogen chloride-ethyl acetateHCID 54669918HCID 54669918, compound

Product 1

HCID 86677400HCID 86677400, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a mixture of 3-methoxymethoxy-2,2-dimethylpropionic acid 5-{(R)-[4-(amino[benzoylimino]methyl)phenylamino]-[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl]methyl}-2-pyrimidin-2-yl-2H-[1,2,4]triazol-3-yloxymethyl ester (Example 1f, 300 mg), TBME (4 mL), toluene (4 mL), and isopropyl alcohol (2 mL), 4 N hydrogen chloride-ethyl acetate solution (0.098 mL) was slowly added, and the resulting mixture was stirred at room temperature for 5 minutes. The solvent in the reaction solution was distilled off under reduced pressure to obtain the captioned compound (333 mg).

Workup

  1. additionwas slowly added
  2. distillationThe solvent in the reaction solution was distilled off under reduced pressure

Sources & evidence

ORD record
ord-5effe633421d4a0c9d26cb70de8e449b
Source dataset
uspto-grants-2013_05
Patent number
US08436009B2

Reaction notes

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