Water → HCID 67652749, compound

HRID 744321Notes

Reaction equation

HRID 744321 reaction equation
N1[CH2:6][CH2:5][CH:4]([C:7]2[C:11]3[CH:12]=[CH:13][C:14]([F:16])=[CH:15][C:10]=3[O:9][N:8]=2)[CH2:3][CH2:2]1.Cl[CH2:18][CH2:19][CH2:20][O:21][C:22]1C=CC(C(=O)CO)=[CH:24][C:23]=1[O:32]C.[C:34]([O-:37])(O)=O.[Na+].[CH3:39][N:40]1[CH2:44][CH2:43][CH2:42][C:41]1=O.[OH2:46]>>[F:16][C:14]1[CH:13]=[CH:12][C:11]2[C:7]([C:4]3[CH:5]=[CH:6][C:24]([C:23](=[O:32])[CH:22]([O:21][CH:20]([N:40]4[CH2:39][CH2:44][CH2:43][CH2:42][CH2:41]4)[CH2:19][CH3:18])[OH:46])=[CH:2][C:3]=3[O:37][CH3:34])=[N:8][O:9][C:10]=2[CH:15]=1

Participants

6

Reactant 5

HCID 962WaterHCID 13387N-methyl-2-pyrrolidoneHCID 516892Sodium BicarbonateHCID 8494213-(4-Piperidyl)-6-fluoro-1,2-benzisoxazoleHCID 184673324-(3-Chloropropoxy)-3-methoxyphenyl-2-hydroxyethanone

Product 1

HCID 67652749HCID 67652749, compound

Conditions

Temperature
100 °C

Procedure

A mixture of 3-(4-piperidinyl)-6-fluoro-1,2-benzisoxazole (1.3 g, 5.8 mmol), 1-[4-(3-chloropropoxy)-3-methoxyphenyl]-2-hydroxyethanone (1.5 g, 5.8 mmol), NaHCO3 (1.5 g) and 1-methyl-2-pyrrolidinone (50 ml) was stirred under N2 at 100° C. for 6 hours. The reaction was poured into H2O, and the aqueous suspension was extracted with EtOAc. The extract was washed (H2O), dried (MgSO4) and concentrated to afford the product.

Workup

  1. extractionthe aqueous suspension was extracted with EtOAc
  2. washThe extract was washed (H2O)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customto afford the product

Sources & evidence

ORD record
ord-56bd4c4663394425b7c3176b4e291093
Source dataset
uspto-grants-1996_09
Patent number
US05559116

Reaction notes

Loading…