Trifluoroacetate → HCID 68830632, compound

HRID 1787895Notes

Reaction equation

HRID 1787895 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([N:25]1[CH2:30][CH2:29][CH:28]([O:31][C:32]2[CH:40]=[C:39]([C:41]([CH3:44])([CH3:43])[CH3:42])[CH:38]=[CH:37][C:33]=2[C:34](O)=[O:35])[CH2:27][CH2:26]1)=O)(C)(C)C.[F:45][C:46]([F:51])([F:50])[C:47]([O-:49])=[O:48]>>[F:45][C:46]([F:51])([F:50])[C:47]([OH:49])=[O:48].[C:41]([C:39]1[CH:38]=[CH:37][C:33]([C:34]([NH:1][C:2]2[C:3]([C:8]([NH:10][C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][N:12]=3)=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=2)=[O:35])=[C:32]([O:31][CH:28]2[CH2:27][CH2:26][NH:25][CH2:30][CH2:29]2)[CH:40]=1)([CH3:44])([CH3:42])[CH3:43]

Participants

4

Reactant 3

HCID 84468TrifluoroacetateHCID 115578513-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamideHCID 685305052-(N-Boc-piperidine-4-yloxy)-4-(tert-butyl)benzoic acid

Product 1

HCID 68830632HCID 68830632, compoundYield 30%

Procedure

Using methods substantially equivalent to those described in Example 1-I, 3-amino-N-(5-chloropyridin-2-yl)-pyridine-2-carboxamide (626 mg, 2.52 mmol) and 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-tert-butylbenzoic acid (500 mg, 1.47 mmol) yielded, after deprotection of the coupled product using methods substantially equivalent to those described in Example 1-J, 470 mg (30%) of the title compound as a trifluoroacetate salt.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-2824e47e2c2d4ebf8986ba5d92c2c82d
Source dataset
uspto-grants-2009_03
Patent number
US07511066B2

Reaction notes

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