4-Methylmorpholine → HCID 67128323, compound

HRID 1971767Notes

Reaction equation

HRID 1971767 reaction equation
CN(C(ON1N=N[C:11]2[CH:12]=[CH:13][CH:14]=[N:15][C:10]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH2:25][C:26]1[CH:38]=[CH:37][C:29]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])=[CH:28][CH:27]=1.CN1CC[O:43][CH2:42]C1.[C:46](#N)C.[OH2:49]>CN(C=O)C>[O:49]=[C:11]1[CH2:12][CH2:13][CH2:14][N:15]1[CH:10]([CH3:46])[C:42]([NH:25][C:26]1[CH:38]=[CH:37][C:29]([C:30]([O:32][C:33]([CH3:34])([CH3:35])[CH3:36])=[O:31])=[CH:28][CH:27]=1)=[O:43]

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 233272Benzoic acid, 4-amino-, 1,1-dimethylethyl esterHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 18373917Acetonitrile--water (1/1)

Product 1

HCID 67128323HCID 67128323, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
55 °C

Procedure

To 2-(2)-oxopyrrolidin-1-yl propanoic acid (0.95 g, 6.04 mmol) in DMF (5 mL) was added HATU (3.2 g, 8.5 mmol), tert-butyl 4-aminobenzoate (1.2 g, 2.12 mmol) and NMM (1.4 mL, 13.30 mmol). The reaction mixture was stirred at 55° C. for 2 hours and then diluted with Acetonitrile/water (2:1, 30 mL) and the resulting solid was stirred and filtered and washed with water and dried to give tert-butyl 4-(2-(2-oxopyrrolidin-1-yl)propanamido)benzoate which was used for the next step with out purification.

Workup

  1. stirringthe resulting solid was stirred
  2. filtrationfiltered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-74b41b87181746bc9d9d093a2ae2d358
Source dataset
uspto-grants-2013_04
Patent number
US08431610B2

Reaction notes

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