Isopropanol hydrochloride → (R)-2-Fluoro-5,11-dihydro-5-[1-(4-pyrrolidinophenethyl)pyrrolidin-2-yl-methyl]dibenzo[b,e][1,4]oxazepine dihydrochloride

HRID 2251913Notes

Reaction equation

HRID 2251913 reaction equation
[F:1][C:2]1[CH:35]=[CH:34][C:5]2[N:6]([CH2:15][C@H:16]3[CH2:20][CH2:19][CH2:18][N:17]3[CH2:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([N:29]4[CH2:33][CH2:32][CH2:31][CH2:30]4)=[CH:25][CH:24]=3)[C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[O:9][CH2:10][C:4]=2[CH:3]=1.[ClH:36].CC(O)C>CC(O)C>[ClH:36].[ClH:36].[F:1][C:2]1[CH:35]=[CH:34][C:5]2[N:6]([CH2:15][C@H:16]3[CH2:20][CH2:19][CH2:18][N:17]3[CH2:21][CH2:22][C:23]3[CH:24]=[CH:25][C:26]([N:29]4[CH2:30][CH2:31][CH2:32][CH2:33]4)=[CH:27][CH:28]=3)[C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[O:9][CH2:10][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 21912024Isopropanol hydrochlorideHCID 59644017(R)-2-fluoro-5,11-dihydro-5-[1-(4-pyrrolidinophenethyl)pyrrolidin-2-ylmethyl]dibenzo[b,e][1,4]oxazepine

Product 1

HCID 69199662(R)-2-Fluoro-5,11-dihydro-5-[1-(4-pyrrolidinophenethyl)pyrrolidin-2-yl-methyl]dibenzo[b,e][1,4]oxazepine dihydrochloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

(R)-2-Fluoro-5,11-dihydro-5-[1-(4-pyrrolidinophenethyl)pyrrolidin-2-ylmethyl]dibenzo[b,e][1,4]oxazepine (12.04 g, 25.5 mmol) was dissolved in 2-propanol (250 ml). 4 M hydrogen chloride/2-propanol (17.0 ml) was added to the obtained solution and they were stirred at room temperature for 0.5 hour. The solvent was evaporated under reduced pressure, and 2-propanol (about 50 ml) was added to the residue. The solvent was evaporated under reduced pressure repeatedly 4 times to obtain the title compound in the form of a light red solid (14.89 g, 100%).

Workup

  1. customThe solvent was evaporated under reduced pressure, and 2-propanol (about 50 ml)
  2. additionwas added to the residue
  3. customThe solvent was evaporated under reduced pressure repeatedly 4 times

Sources & evidence

ORD record
ord-298c72af63184d8bb9136bbd1b8f2387
Source dataset
uspto-grants-2008_01
Patent number
US07320973B2

Reaction notes

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