Hydrochloric Acid → HCID 19695830, compound

HRID 375606Notes

Reaction equation

HRID 375606 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12]1[C:13](=[O:44])[N:14]([CH2:25][C:26]([NH:28][CH:29]([CH:41]([CH3:43])[CH3:42])[CH:30]([OH:40])[C:31]([F:39])([F:38])[C:32](=[O:37])[NH:33][CH2:34][CH2:35][CH3:36])=[O:27])[C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[Cl:24])=[CH:16][CH:17]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:45](N)[CH2:46][C:47]1C=CC=[CH:49][CH:48]=1.Cl>O>[CH2:1]([O:8][C:9]([NH:11][C:12]1[C:13](=[O:44])[N:14]([CH2:25][C:26]([NH:28][CH:29]([CH:41]([CH3:43])[CH3:42])[CH:30]([OH:40])[C:31]([F:38])([F:39])[C:32](=[O:37])[NH:33][CH2:34][CH2:35][C:36]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)=[O:27])[C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[Cl:24])=[CH:16][CH:17]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1001PhenethylamineHCID 19695817HCID 19695817, compound

Product 1

HCID 19695830HCID 19695830, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-[3-Benzyloxycarbonylamino-6-(2-chlorophenyl)-2-oxo-1,2-dihydro-1-pyridyl]-N-[3,3-difluoro-2-hydroxy-1-isopropyl-3-(N-propylcarbamoyl)propyl]acetamide was treated with phenethylamine using a method similar to that described in Example 1.h. except that the reaction mixture was diluted with water, and the pH was adjusted to 6-7 with 10% hydrochloric acid; the mixture was evaporated; and the residue was partitioned between ethyl acetate and water. The organic phase was washed (10% hydrochloric acid, brine), dried and evaporated. Purification by trituration from ether afforded the amide; TLC: Rf =0.34, chloroform:methanol (40:1).

Workup

  1. customthe mixture was evaporated
  2. customand the residue was partitioned between ethyl acetate and water
  3. washThe organic phase was washed (10% hydrochloric acid, brine)
  4. customdried
  5. customevaporated
  6. customPurification by trituration from ether

Sources & evidence

ORD record
ord-8616b859d16e419abfd57350d4f22b42
Source dataset
uspto-grants-1996_01
Patent number
US05486529

Reaction notes

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