Morpholine → HCID 68982504, compound

HRID 230864Notes

Reaction equation

HRID 230864 reaction equation
[ClH:1].[NH2:2][C:3]([C:5]1[CH:6]=[N:7][C:8]2[C:13]([C:14]=1[NH:15][C:16]1[CH:21]=[CH:20][C:19]([F:22])=[C:18]([O:23][CH3:24])[CH:17]=1)=[CH:12][C:11]([S:25]([CH2:28][CH2:29][C:30]([OH:32])=O)(=[O:27])=[O:26])=[CH:10][C:9]=2[CH3:33])=[O:4].F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.[NH:58]1[CH2:63][CH2:62][O:61][CH2:60][CH2:59]1.C(N(CC)C(C)C)(C)C>CN(C)C=O>[ClH:1].[F:22][C:19]1[CH:20]=[CH:21][C:16]([NH:15][C:14]2[C:13]3[C:8](=[C:9]([CH3:33])[CH:10]=[C:11]([S:25]([CH2:28][CH2:29][C:30]([N:58]4[CH2:63][CH2:62][O:61][CH2:60][CH2:59]4)=[O:32])(=[O:26])=[O:27])[CH:12]=3)[N:7]=[CH:6][C:5]=2[C:3]([NH2:2])=[O:4])=[CH:17][C:18]=1[O:23][CH3:24]

Participants

6

Reactant 4

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 68981167HCID 68981167, compound

Product 1

HCID 68982504HCID 68982504, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of Example 481 (0.035 g) in N,N-dimethylformamide (2 ml) was added O-(7-azabenzotriazole-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (0.029 g). After 5 min, morpholine (0.007 ml, available from Aldrich) and N,N-diisopropylethylamine (0.026 ml ) were added. The resulting solution was stirred at room temperature overnight, and applied directly to an SCX cartridge (IST Isolute™, 5 g). Elution with methanol and 2M ammonia/methanol gave an orange residue, which was further purified by mass directed preparative HPLC (Method C) to give the title compound as a yellow solid (0.006 g).

Workup

  1. washElution with methanol and 2M ammonia/methanol
  2. customgave an orange residue, which
  3. customwas further purified by mass

Sources & evidence

ORD record
ord-4b307c1c148f4873926df78e529a4df7
Source dataset
uspto-grants-2009_07
Patent number
US07566786B2

Reaction notes

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