4-Methylmorpholine → HCID 22482967, compound

HRID 1019420Notes

Reaction equation

HRID 1019420 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:42])[C@H:30]([CH2:32][C:33]1[C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[NH:35][CH:34]=1)[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]([CH2:32][C:33]3[C:41]4[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=4)[NH:35][CH:34]=3)[C:29]([OH:28])=[O:42])=[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 122335EfaproxiralHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2734891Methyl tryptophanate hydrochlorideHCID 27960291-Hydroxybenzotriazole hydrate

Product 1

HCID 22482967HCID 22482967, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using RSR13 acid (1.5 g, 4.4 mmol), tryptophan methyl ester hydrochloride (1.12 mg, 4.4 mmol) and 1-hydroxybenzotriazole hydrate (653 mg, 4.8 mmol), N-methylmorpholine (666 mg, 7.5 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.01 g, 6.0 mmol) in dimethylformamide (30 mL), the product was prepared in 2.3 g yield (96%)

Workup

  1. customthe product was prepared in 2.3 g
  2. customyield (96%)

Sources & evidence

ORD record
ord-f1821ed4b84a430d8466a0074b567930
Source dataset
uspto-grants-2002_11
Patent number
US06486342B1

Reaction notes

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