4-Methylmorpholine → HCID 66632736, compound

HRID 1397192Notes

Reaction equation

HRID 1397192 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])=[C:6]([CH:18]=1)[CH2:7][CH:8]1[CH:13]2[O:14][CH:10]([CH2:11][CH2:12]2)[CH:9]1[C:15](O)=[O:16].[CH2:25]([NH:34][C@H:35]([C:38]([NH2:40])=O)CO)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33].CN1C[CH2:46][O:45]CC1.CN(C([O:55]N1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C)C=O>[CH3:24][O:23][C:21](=[O:22])[CH2:20][CH2:19][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:18][C:6]=1[CH2:7][CH:8]1[CH:9]([C:15](=[O:16])[NH:40][CH:38]([C:35](=[O:55])[NH:34][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:46][OH:45])[CH:10]2[O:14][CH:13]1[CH2:12][CH2:11]2

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 66632972HCID 66632972, compoundHCID 86663641HCID 86663641, compound

Product 1

HCID 66632736HCID 66632736, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3-[5-Fluoro-2-(2-methoxycarbonyl-ethyl)-benzyl]-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid (5 g, 14.86 mmol) and nonylserinamide (3.77 g, 16.35 mmol) in dimethylformamide (150 ml) under nitrogen atmosphere, N-methylmorpholine (3.6 mL, 32.7 mmol) was added followed by HBTU (6.2 g, 16.35 mmol). The resulting mixture was stirred at room temperature for 16 h.

Sources & evidence

ORD record
ord-2247c8733fc84e679e21a40a0814b77c
Source dataset
uspto-grants-2014_12
Patent number
US08901159B2

Reaction notes

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