Sodium Bicarbonate → HCID 68734869, compound

HRID 1873612Notes

Reaction equation

HRID 1873612 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[C:5]([C:16]#[N:17])=[C:4]([SH:18])[N:3]=1.Br[CH2:20][C:21]1[CH:22]=[C:23]([CH:28]=[CH:29][CH:30]=1)[C:24]([O:26][CH3:27])=[O:25].C(=O)(O)[O-].[Na+].NC1C(C#N)=C(C2CCCCC2)C(C#N)=C(SCC2N=C(C3C=CC(Cl)=CC=3)SC=2)N=1>CN(C=O)C>[NH2:1][C:2]1[N:3]=[C:4]([S:18][CH2:20][C:21]2[CH:22]=[C:23]([CH:28]=[CH:29][CH:30]=2)[C:24]([O:26][CH3:27])=[O:25])[C:5]([C:16]#[N:17])=[C:6]([CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[C:7]=1[C:8]#[N:9]

Participants

6

Reactant 4

HCID 516892Sodium BicarbonateHCID 517981Methyl 3-(bromomethyl)benzoateHCID 24959791HCID 24959791, compoundHCID 178510475HCID 178510475, compound

Product 1

HCID 68734869HCID 68734869, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

140 mg (0.54 mmol) of the compound from Example 33A, 137 mg (0.60 mmol) of methyl 3-(bromomethyl)benzoate and 182 mg (2.17 mmol) of sodium bicarbonate in 2.0 ml of dry DMF are reacted analogously to the preparation of the compound of Example 29.

Sources & evidence

ORD record
ord-daaf3c36d5514e2c9e987cf6c7c2c024
Source dataset
uspto-grants-2012_11
Patent number
US08304412B2

Reaction notes

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