4-Methylmorpholine → HCID 178521729, compound

HRID 455015Notes

Reaction equation

HRID 455015 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[C:21]([Cl:23])[CH:22]=1)[CH2:5][O:6][C:7](=[O:19])[NH:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH2:15][NH:14][CH2:13][CH2:12]2.CN1CC[O:28][CH2:27]C1.CCN=C=NCCCN(C)C.Cl.[CH:43]1[CH:44]=[CH:45][C:46]2[N:51](O)[N:50]=[N:49][C:47]=2[CH:48]=1>CN(C=O)C.O>[Cl:23][C:21]1[CH:20]=[C:4]([CH:3]=[C:2]([Cl:1])[CH:22]=1)[CH2:5][O:6][C:7](=[O:19])[NH:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH2:15][N:14]([C:27]([C:43]1[CH:44]=[CH:45][C:46]3[NH:51][N:50]=[N:49][C:47]=3[CH:48]=1)=[O:28])[CH2:13][CH2:12]2

Participants

7

Reactant 4

HCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 66662781HCID 66662781, compound

Product 1

HCID 178521729HCID 178521729, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Starting material 47 (46 mg, 0.1 mmol), 1H-1,2,3-benzothiazole-5-carboxyllic acid (22 mg, 0.1 mmol) and 4-methyl morpholin (40 μL, 0.4 mmol) were dissolved in 2 ml DMF. Then EDCl (38 mg, 0.2 mmol) and HOBt (26 mg, 0.2 mmol) were added and the mixture was stirred over night at ambient temperature. The reaction mixture was mixed with water and the resulting precipitate was filtered and dried in vacuo at 45° C. The desired product 48 could thereby be isolated as light brown solid (34 mg, 0.07 mmol, 52%).

Workup

  1. filtrationthe resulting precipitate was filtered
  2. customdried in vacuo at 45° C

Sources & evidence

ORD record
ord-d3b66ca3ca244686bd46b1d164556565
Source dataset
uspto-grants-2013_07
Patent number
US08497283B2

Reaction notes

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