3-Amino-2-hydroxy-4-phenylbutanamide → HCID 89852712, compound

HRID 1746902Notes

Reaction equation

HRID 1746902 reaction equation
[CH3:1][CH:2]1[CH2:7][N:6]([CH2:8][C:9]2[CH:13]=[CH:12][N:11]([C:14]3[N:22]=[CH:21][CH:20]=[CH:19][C:15]=3[C:16]([O-:18])=O)[N:10]=2)[CH2:5][CH:4]([CH3:23])[O:3]1.[Na+].[NH2:25][CH:26]([CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH:27]([OH:31])[C:28]([NH2:30])=[O:29]>>[NH2:30][C:28](=[O:29])[CH:27]([OH:31])[CH:26]([NH:25][C:16](=[O:18])[C:15]1[CH:19]=[CH:20][CH:21]=[N:22][C:14]=1[N:11]1[CH:12]=[CH:13][C:9]([CH2:8][N:6]2[CH2:7][CH:2]([CH3:1])[O:3][CH:4]([CH3:23])[CH2:5]2)=[N:10]1)[CH2:32][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

Participants

3

Reactant 2

HCID 138823553-Amino-2-hydroxy-4-phenylbutanamideHCID 89852597HCID 89852597, compound

Product 1

HCID 89852712HCID 89852712, compoundYield 83.3%

Procedure

Coupling of sodium 2-(3-((2,6-dimethylmorpholino)methyl)-1H-pyrazol-1-yl)nicotinate (400 mg, 0.946 mmol) and 3-amino-2-hydroxy-4-phenylbutanamide (220 mg, 1.135 mmol) according to the procedure described for example 1.3 and work-up gave 448 mg of the crude product, which further purified by treatment with a mixture of 30 mL of n-pentane/MTB (10 mL). Filtration and drying gave 388 mg of amorphous white solid; ESI-MS [M+H]+: 493.2.

Workup

  1. customwork-up gave 448 mg of the crude product, which
  2. customfurther purified by treatment with a mixture of 30 mL of n-pentane/MTB (10 mL)
  3. filtrationFiltration
  4. customdrying

Sources & evidence

ORD record
ord-c97e584b38a446078dde66e07db6818d
Source dataset
uspto-grants-2015_10
Patent number
US09150545B2

Reaction notes

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