Hydrochloric Acid → HCID 178493731, compound

HRID 57047Notes

Reaction equation

HRID 57047 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:41]#[N:42])=[C:6]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][N:11]([CH:16]([CH2:31][C@H:32]3[CH2:37][CH2:36][C@H:35]([O:38][CH3:39])[CH2:34][CH2:33]3)[C:17]([NH:19][C:20]3[CH:30]=[CH:29][C:23]([C:24]([O:26]CC)=[O:25])=[CH:22][CH:21]=3)=[O:18])[C:10](=[O:40])[CH:9]=2)[CH:7]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Cl>C(O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:41]#[N:42])=[C:6]([C:8]2[C:13]([O:14][CH3:15])=[CH:12][N:11]([CH:16]([CH2:31][C@H:32]3[CH2:33][CH2:34][C@H:35]([O:38][CH3:39])[CH2:36][CH2:37]3)[C:17]([NH:19][C:20]3[CH:30]=[CH:29][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=3)=[O:18])[C:10](=[O:40])[CH:9]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10796Cesium carbonateHCID 178469048HCID 178469048, compound

Product 1

HCID 178493731HCID 178493731, compound

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

1.10 g (1.86 mmol) of ethyl 4-({2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-(trans-4-methoxycyclohexyl)propanoyl}amino)benzoate (racemate) in 67 ml of ethanol/water (2.6/1) were reacted with 3.09 g (9.48 mmol) of caesium carbonate according to General Method 4. After complete conversion, the pH was adjusted to 5-6 with hydrochloric acid (1N) and the mixture was stirred for another 30 min. The precipitate was filtered off with suction, washed with a little water and dried under high vacuum. Yield: 690 mg (purity 89%, 59% of theory)

Workup

  1. filtrationThe precipitate was filtered off with suction
  2. washwashed with a little water
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-7ce12b2877644a7fa1330c98e8c95f7b
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

Loading…