Hydrogen Bromide → HCID 13076434, compound

HRID 241590Notes

Reaction equation

HRID 241590 reaction equation
Cl.C[O:3][C:4]1[C:5](OC)=[CH:6][C:7]2[O:11][N:10]=[C:9]([CH:12]3[CH2:17][CH2:16][N:15](CCCCOC4C=C5C(CCC(=O)N5)=CC=4)[CH2:14][CH2:13]3)[C:8]=2[CH:34]=1.[BrH:37]>>[BrH:37].[OH:3][C:4]1[CH:5]=[CH:6][C:7]2[O:11][N:10]=[C:9]([CH:12]3[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]3)[C:8]=2[CH:34]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 67181227HCID 67181227, compound

Product 1

HCID 13076434HCID 13076434, compound

Procedure

2.1 g of 1-acetyl-4-(5,6-dimethoxy-1,2-benzisoxazolyl)piperidine obtained in Example 20 and 25 ml of 48% HBr solution react at reflux for 4 hours, and at room temperature for 10 hours to precipitate a white deposit. The deposit is filtered out and recrystallized in methanol-diethyl ether to obtain 1.0 g of 5-hydroxy-3-(4-piperidinyl)-1,2-benzisoxazole hydrobromide, which is used according to step 4 in Example 13 to obtain 7-[4-(4-(5,6-dihydroxy-benzisoxazolyl)-1-piperidinyl)-n-butoxy]-3,4-dihydro-2(1H)-quinolinone hydrochloride, with a yield of 61%.

Workup

  1. temperatureat reflux for 4 hours
  2. customat room temperature for 10 hours to precipitate a white deposit
  3. filtrationThe deposit is filtered out
  4. customrecrystallized in methanol-diethyl ether

Sources & evidence

ORD record
ord-0cc0d0dd68b6472193974683fc60603d
Source dataset
uspto-grants-2014_02
Patent number
US08653069B2

Reaction notes

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