Choline bicarbonate → HCID 178483582, compound

HRID 1484579Notes

Reaction equation

HRID 1484579 reaction equation
[F:1][CH:2]([F:27])[C:3]1[NH:4][C:5]([CH:24]([F:26])[F:25])=[C:6]([C:22]#[N:23])[CH:7]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][C:19]=2[F:20])[NH:16][N:15]=[C:14]3[CH3:21])[C:8]=1[C:9]#[N:10].C(=O)([O-])O.[OH:32][CH2:33][CH2:34][N+:35]([CH3:38])([CH3:37])[CH3:36]>C(O)C>[C:9]([C:8]1[CH:7]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][C:19]=2[F:20])[NH:16][N:15]=[C:14]3[CH3:21])[C:6]([C:22]#[N:23])=[C:5]([CH:24]([F:25])[F:26])[N-:4][C:3]=1[CH:2]([F:1])[F:27])#[N:10].[OH:32][CH2:33][CH2:34][N+:35]([CH3:38])([CH3:37])[CH3:36]

Participants

4

Reactant 2

HCID 6552Choline bicarbonateHCID 178434320HCID 178434320, compound

Product 1

HCID 178483582HCID 178483582, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 100 mg (0.26 mmol) 2,6-bis(difluoromethyl)-4-(6-fluoro-3-methyl-1H-indazol-5-yl)-1,4-dihydropyridine-3,5-dicarbonitrile (Example 14) in ethanol (1.52 ml) under argon atmosphere was added 47 μl (0.26 mmol) 2-hydroxy-N,N,N-trimethylethanaminium hydrogencarbonate solution (choline bicarbonate, 80% in water), and the mixture was stirred at reflux temperature for 1 h.

Workup

  1. temperatureat reflux temperature for 1 h.

Sources & evidence

ORD record
ord-937d61ef645f43ae935e18fe2d3d0660
Source dataset
uspto-grants-2016_08
Patent number
US09422263B2

Reaction notes

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