Dichloromethane → HCID 86677403, compound

HRID 2089671Notes

Reaction equation

HRID 2089671 reaction equation
[NH2:1][C:2](=[N:54][C:55](=[O:62])[C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1)[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C@@H:10]([C:32]2[N:36]=[C:35]([O:37][CH2:38][O:39][C:40](=[O:47])[C:41]([CH3:46])([CH3:45])[CH2:42][O:43][CH3:44])[N:34]([C:48]3[N:53]=[CH:52][CH:51]=[CH:50][N:49]=3)[N:33]=2)[C:11]2[C:12]([F:31])=[C:13]([CH:26]=[C:27]([O:29][CH3:30])[CH:28]=2)[O:14][CH2:15][CH2:16][O:17][C:18]([C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)=[O:19])=[CH:5][CH:4]=1.ClCCl.[CH3:66][S:67]([OH:70])(=[O:69])=[O:68]>CC(OC)(C)C>[CH3:66][S:67]([OH:70])(=[O:69])=[O:68].[NH2:1][C:2](=[N:54][C:55](=[O:62])[C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1)[C:3]1[CH:4]=[CH:5][C:6]([NH:9][C@@H:10]([C:32]2[N:36]=[C:35]([O:37][CH2:38][O:39][C:40](=[O:47])[C:41]([CH3:46])([CH3:45])[CH2:42][O:43][CH3:44])[N:34]([C:48]3[N:53]=[CH:52][CH:51]=[CH:50][N:49]=3)[N:33]=2)[C:11]2[C:12]([F:31])=[C:13]([CH:26]=[C:27]([O:29][CH3:30])[CH:28]=2)[O:14][CH2:15][CH2:16][O:17][C:18]([C:20]2[CH:21]=[CH:22][N:23]=[CH:24][CH:25]=2)=[O:19])=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 6344Dichloromethane2×HCID 6395Methanesulfonic AcidHCID 54670009HCID 54670009, compound

Product 1

HCID 86677403HCID 86677403, compound

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent2×

Procedure

To a mixture of 4-pyridinecarboxylic acid 2-(3-{(R)-(4-{amino[benzoylimino]methyl}phenylamino)-[5-(3-methoxy-2,2-dimethylpropionyloxymethoxy)-1-pyrimidin-2-yl-1H-[1,2,4]triazol-3-yl]methyl}-2-fluoro-5-methoxyphenoxy)ethyl ester (219 mg), dichloromethane (3 mL), and TBME (6 mL), a mixture of methanesulfonic acid (0.0171 mL) and dichloromethane (1 mL) was added dropwise at room temperature. TBME (6 mL) was added to the resulting mixture, and after stirring the resulting mixture for 10 minutes, the mixture was sonicated for 2 minutes. The precipitates were recovered by filtration, washed twice with TBME (5 mL), and dried under reduced pressure. The captioned compound (206 mg) was obtained.

Workup

  1. additionwas added dropwise at room temperature
  2. customthe mixture was sonicated for 2 minutes
  3. filtrationThe precipitates were recovered by filtration
  4. washwashed twice with TBME (5 mL)
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-8c39f59cf6f8437daeabc7d2c6676939
Source dataset
uspto-grants-2013_05
Patent number
US08436009B2

Reaction notes

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