Potassium Carbonate → HCID 21942328, compound

HRID 2216407Notes

Reaction equation

HRID 2216407 reaction equation
C([O:3][C:4]([CH2:6][N:7]1[C:15]2[C:10](=[CH:11][C:12]([F:16])=[CH:13][CH:14]=2)[CH2:9][C:8]1([CH3:20])C(O)=O)=[O:5])C.FC1C=C2C(=CC=1)NC(C)(C(O)=O)C2.[C:35](=[O:38])([O-])[O-].[K+].[K+].C(OCCBr)(=O)C.[NH2:48][C:49]1[CH:50]=[CH:51][C:52]([N:57]2[CH2:62][CH2:61][CH:60]([OH:63])[CH2:59][CH2:58]2)=[C:53]([CH:56]=1)[C:54]#[N:55]>CN(C)C=O>[C:54]([C:53]1[CH:56]=[C:49]([NH:48][C:35]([C:9]2[C:10]3[C:15](=[CH:14][CH:13]=[C:12]([F:16])[CH:11]=3)[N:7]([CH2:6][C:4]([OH:3])=[O:5])[C:8]=2[CH3:20])=[O:38])[CH:50]=[CH:51][C:52]=1[N:57]1[CH2:62][CH2:61][CH:60]([OH:63])[CH2:59][CH2:58]1)#[N:55]

Participants

7

Reactant 5

HCID 11430Potassium CarbonateHCID 135641-Acetoxy-2-bromoethaneHCID 219423135-Amino-2-(4-hydroxypiperidin-1-yl)benzonitrileHCID 21942345HCID 21942345, compoundHCID 69590493HCID 69590493, compound

Product 1

HCID 21942328HCID 21942328, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By the reaction and treatment in the same manner as in Example 3 using 1-(ethoxycarbonylmethyl)-5-fluoro-2-methyl-indole-2-carboxylic acid (3 g) obtained by reacting 5-fluoro-2-methyl-1H-indole-2-carboxylic acid with potassium carbonate and bromoethyl acetate in dimethylformamide and 5-amino-2-(4-hydroxypiperidin-1-yl)benzonitrile (3.2 g), the title compound (1.4 g) was obtained.

Workup

  1. customobtained

Sources & evidence

ORD record
ord-9649e4971f744478835522805277ef36
Source dataset
uspto-grants-2006_09
Patent number
US07112594B2

Reaction notes

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