Hydrochloric Acid → Olopatadine Hydrochloride

HRID 2247135

반응식

HRID 2247135 반응식
[CH3:1][N:2]([CH2:4][CH2:5]/[CH:6]=[C:7]1/[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=2[CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][C:23]([OH:25])=[O:24])=[CH:18][C:17]/1=2)[CH3:3].[ClH:26]>CC(C)=O>[CH3:1][N:2]([CH2:4][CH2:5]/[CH:6]=[C:7]1/[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=2[CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][C:23]([OH:25])=[O:24])=[CH:18][C:17]/1=2)[CH3:3].[ClH:26]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 5281071Olopatadine

생성물 1

HCID 5282402Olopatadine Hydrochloride수율 96.7%

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
22.5 °C

실험 절차

To a suspension of the olopatadine (free base) produced in step b. (42.40 g, 0.123 mol; HPLC assay: 97.71%) in acetone (601 g) was added concentrated hydrochloric acid (15.39 g, 0.135 mol; assay: 32%). The white suspension was stirred 15 hours at 20-25° C. After the filtration, the white solid washed with acetone (72.5 g) and dried under vacuum for 14 hours at 60° C. to give an off white powdery olopatadine hydrochloride (yield: 44.35 g, 0.119 mol; assay: 100% (HPLC), HPLC purity: 99.96%, Z/E-Isomers: 99.97/0.03, yield: 96.7%, polymorphic form A). Overall yield for olopatadine hydrochloride based on Olo-IM2: 49.7%. Calculated volume yield for the synthesis of Olopatadine-HCl: 5.0%

후처리

  1. customproduced in step b
  2. filtrationAfter the filtration
  3. washthe white solid washed with acetone (72.5 g)
  4. customdried under vacuum for 14 hours at 60° C.

출처 및 근거

ORD 기록
ord-abb9a64455294320bd5b37cd84f80c2b
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07687646B2

연결된 노트

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