Hydrochloric Acid → HCID 9933004, compound

HRID 962365Notes

Reaction equation

HRID 962365 reaction equation
[NH:1]([CH2:16][CH:17]([CH:19]1[CH2:24][CH2:23][C:22]2[CH:25]=[C:26]([F:29])[CH:27]=[CH:28][C:21]=2[O:20]1)[OH:18])[CH2:2][CH:3]([CH:5]1[CH2:10][CH2:9][C:8]2[CH:11]=[C:12]([F:15])[CH:13]=[CH:14][C:7]=2[O:6]1)[OH:4].[ClH:30]>C(O)C>[ClH:30].[NH:1]([CH2:16][CH:17]([CH:19]1[CH2:24][CH2:23][C:22]2[CH:25]=[C:26]([F:29])[CH:27]=[CH:28][C:21]=2[O:20]1)[OH:18])[CH2:2][CH:3]([CH:5]1[CH2:10][CH2:9][C:8]2[CH:11]=[C:12]([F:15])[CH:13]=[CH:14][C:7]=2[O:6]1)[OH:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71301Nebivolol

Product 1

HCID 9933004HCID 9933004, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(±)-[2R*[1S*,5S*(S*)]]+[2R*[1S*,5R*(R*)]]-α,α'[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol] (142 g) was converted into the hydrochloric acid salt in ethanol (1000 ml). The crystals were filtered off and crystallized from ethanol. The second fraction of the crystallization was recrystallized from ethanol, yielding 10.3 g (6.6%) of (±)-[2R*[1S*,5S*(S*)]]-α,α'[iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol]hydrochloride; mp. 224.9° C. nebivolol hydrochloride (crystalline compound 1).

Workup

  1. filtrationThe crystals were filtered off
  2. customcrystallized from ethanol
  3. customThe second fraction of the crystallization
  4. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-65b8cf1f5b3045fb855b479b47c7a633
Source dataset
uspto-grants-1998_06
Patent number
US05759580

Reaction notes

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