3-Aminopyridine → HCID 66635624, compound

HRID 2204765Notes

Reaction equation

HRID 2204765 reaction equation
[Cl:1][C:2]1[C:3]([C:19]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[O:20])=[CH:4][C:5]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.C(N(C(C)C)CC)(C)C.CN(C(ON1N=[N:51][C:46]2[CH:47]=[CH:48][CH:49]=[N:50][C:45]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.NC1C=NC=CC=1>CN(C)C=O>[Cl:1][C:2]1[C:3]([C:19]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[O:20])=[CH:4][C:5]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:6]([CH:10]=1)[C:7]([NH:51][C:46]1[CH:45]=[N:50][CH:49]=[CH:48][CH:47]=1)=[O:9]

Participants

6

Reactant 4

HCID 100093-AminopyridineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 66611788HCID 66611788, compound

Product 1

HCID 66635624HCID 66635624, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 5-chloro-4-(4-morpholinylcarbonyl)-2-[(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 67; 90 mg, 0.24 mmol) in N,N-dimethylformamide (3 ml) was added diisopropylethylamine (0.08 ml, 0.48 mmol), HATU (164 mg, 0.43 mmol) and 3-aminopyridine (27.0 mg, 0.29 mmol). The solution was stirred for 72 hours. The solvent removed in vacuo and purified by MDAP to give the title compound as a white solid. 55 mg.

Workup

  1. customThe solvent removed in vacuo
  2. custompurified by MDAP

Sources & evidence

ORD record
ord-9c2ec10d789d4a7192a92d50886aca26
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

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