Morpholine → HCID 10381327, compound

HRID 750736Notes

Reaction equation

HRID 750736 reaction equation
[NH2:1][C:2]1[C:10]2[C:9]([C:11]([OH:13])=O)=[CH:8][C:7]([CH3:14])=[N:6][C:5]=2[S:4][C:3]=1[C:15](=[O:17])[NH2:16].[NH:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1.C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F>CN(C=O)C.O>[NH2:1][C:2]1[C:10]2[C:5](=[N:6][C:7]([CH3:14])=[CH:8][C:9]=2[C:11]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)=[O:13])[S:4][C:3]=1[C:15]([NH2:16])=[O:17]

Participants

6

Reactant 3

HCID 8083MorpholineHCID 2724699PyBOPHCID 11701554HCID 11701554, compound

Product 1

HCID 10381327HCID 10381327, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 3-amino-2-carbamoyl-6-methyl-thieno[2,3-b]pyridine-4-carboxylic acid (see Example 10) (0.5 g, 2.0 mmol), morpholine (0.87 g, 10 mmol) and PyBop (0.88 g, 2.0 mmol) in DMF (10 mL) was stirred at room temperature overnight. It was diluted with water and extracted with methylene chloride (50 mL). Concentration of the organic phase the title compound as an orange solid (0.45 g, 70.3%).

Workup

  1. extractionextracted with methylene chloride (50 mL)

Sources & evidence

ORD record
ord-423b0babb18c4718aaf7c52a91e0f840
Source dataset
uspto-grants-2008_07
Patent number
US07405225B2

Reaction notes

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