4-Methylmorpholine → HCID 22482968, compound

HRID 2182125Notes

Reaction equation

HRID 2182125 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH3:25])[CH:5]=[C:6]([NH:8][C:9]([CH2:11][C:12]2[CH:13]=[CH:14][C:15]([O:18][C:19]([C:22](O)=[O:23])([CH3:21])[CH3:20])=[CH:16][CH:17]=2)=[O:10])[CH:7]=1.Cl.C[O:28][C:29](=[O:35])[C@H:30]([CH:32]([CH3:34])[CH3:33])[NH2:31].O.ON1C2C=CC=CC=2N=N1.CN1CCOCC1.Cl.CN(C)CCCN=C=NCC>CN(C)C=O>[CH3:25][C:4]1[CH:5]=[C:6]([NH:8][C:9]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][C:19]([CH3:20])([CH3:21])[C:22]([NH:31][CH:30]([CH:32]([CH3:34])[CH3:33])[C:29]([OH:28])=[O:35])=[O:23])=[CH:14][CH:13]=2)=[O:10])[CH:7]=[C:2]([CH3:1])[CH:3]=1

Participants

7

Reactant 5

HCID 79724-MethylmorpholineHCID 111190Methyl valinate hydrochlorideHCID 122335EfaproxiralHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrate

Product 1

HCID 22482968HCID 22482968, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using RSR13 acid (1.5 g, 4.4 mmol), valine methyl ester hydrochloride (739 mg, 4.4 mmol) and 1-hydroxybenzotriazole hydrate (635 mg, 4.8 mmol), N-methylmorpholine (666 mg, 6.5 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.01 g, 5.3 mmol) in dimethylformamide (30 mL), the three isomers were prepared in 1.9 g yield (99%).

Workup

  1. customthe three isomers were prepared in 1.9 g
  2. customyield (99%)

Sources & evidence

ORD record
ord-9d499be2367a42c68192a5297740651a
Source dataset
uspto-grants-2005_05
Patent number
US06894185B2

Reaction notes

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