Trifluoroacetate → 3-[2-(2-Aminoethoxy)-4-(morpholin-4-yl)benzoylamino]-n-(5-chloropyridin-2-yl)pyridine-2-carboxamide trifluoroacetate

HRID 1787906Notes

Reaction equation

HRID 1787906 reaction equation
[NH2:1][C:2]1[C:3]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][N:12]=2)=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.C(OC([NH:25][CH2:26][CH2:27][O:28][C:29]1[CH:37]=[C:36]([N:38]2[CH2:43][CH2:42][O:41][CH2:40][CH2:39]2)[CH:35]=[CH:34][C:30]=1[C:31](O)=[O:32])=O)(C)(C)C.[F:44][C:45]([F:50])([F:49])[C:46]([O-:48])=[O:47]>CN(C)C=O>[F:44][C:45]([F:50])([F:49])[C:46]([OH:48])=[O:47].[NH2:25][CH2:26][CH2:27][O:28][C:29]1[CH:37]=[C:36]([N:38]2[CH2:39][CH2:40][O:41][CH2:42][CH2:43]2)[CH:35]=[CH:34][C:30]=1[C:31]([NH:1][C:2]1[C:3]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][N:12]=2)=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1)=[O:32]

Participants

5

Reactant 3

HCID 84468TrifluoroacetateHCID 115578513-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamideHCID 576024442-(2-Tert-butoxycarbonylaminoethoxy)-4-(morpholin-4-yl)benzoic acid

Product 1

HCID 688318383-[2-(2-Aminoethoxy)-4-(morpholin-4-yl)benzoylamino]-n-(5-chloropyridin-2-yl)pyridine-2-carboxamide trifluoroacetateYield 2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using methods substantially equivalent to those described in Example 1-I, 3-amino-N-(5-chloropyridin-2-yl)-pyridine-2-carboxamide (321 mg, 1.29 mmol), N,N-dimethyl-formamide (0.2 mL) and 2-(2-tert-butoxycarbonylaminoethoxy)-4-(morpholin-4-yl)benzoic acid (500 mg, 1.36 mmol) yielded, after deprotection of the coupled product using methods substantially equivalent to those described in Example 1-J, 20 mg (2%) of the title compound as a trifluoroacetate salt.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-a225ad6e575f4d5bb1d1fc9cc3450e55
Source dataset
uspto-grants-2009_03
Patent number
US07511066B2

Reaction notes

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