Hydrochloric Acid → 1-(4-Methoxyphenyl)-4-[2-(1,3,4,5-tetrahydrobenzo[c]oxepin-1-yl)-ethyl]-piperazine hydrochloride

HRID 368857Notes

Reaction equation

HRID 368857 reaction equation
CON1CCN(C2C=CC=CC=2)CC1.C1(CC(O)=O)C2C=CC=CC=2CCCO1.[CH3:30][O:31][C:32]1[CH:37]=[CH:36][C:35]([N:38]2[CH2:43][CH2:42][N:41]([C:44](=O)[CH2:45][CH:46]3[C:52]4[CH:53]=[CH:54][CH:55]=[CH:56][C:51]=4[CH2:50][CH2:49][CH2:48][O:47]3)[CH2:40][CH2:39]2)=[CH:34][CH:33]=1.[ClH:58]>CCOCC.CO>[ClH:58].[CH3:30][O:31][C:32]1[CH:33]=[CH:34][C:35]([N:38]2[CH2:43][CH2:42][N:41]([CH2:44][CH2:45][CH:46]3[C:52]4[CH:53]=[CH:54][CH:55]=[CH:56][C:51]=4[CH2:50][CH2:49][CH2:48][O:47]3)[CH2:40][CH2:39]2)=[CH:36][CH:37]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 23170892p-MethoxyphenylpiperazineHCID 232888651-(4-Methoxyphenyl)-4-(1,3,4,5-tetrahydrobenzo[c]oxepin-1-yl)acetyl piperazineHCID 23288902HCID 23288902, compound

Product 1

HCID 232888451-(4-Methoxyphenyl)-4-[2-(1,3,4,5-tetrahydrobenzo[c]oxepin-1-yl)-ethyl]-piperazine hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

Step 5--Following the general procedure of EXAMPLE 50 and making non-critical variations p-methoxyphenylpiperazine is acylated with (1,3,4,5-tetrahydrobenzo[c]oxepin-1-yl)acetic acid (CXXIII, 619 mg) and the resulting amide, 1-(4-methoxyphenyl)-4-(1,3,4,5-tetrahydrobenzo[c]oxepin-1-yl)acetyl piperazine (CXXIV, 1.07 g) is reduced according to the general procedure described in EXAMPLE 50 (making non-critical variations) to give crude product. This crude material is dissolved in ether (30 ml) and methanol (3 ml) and treated with gaseous hydrochloric acid resulting in the formation of a salt. This crude salt is recrystallized from methanol/ethyl acetate to give the title compound, mp 217.0-219.0° (uncorrected, decomp).

Workup

  1. customto give crude product
  2. customThis crude salt is recrystallized from methanol/ethyl acetate

Sources & evidence

ORD record
ord-4ac523aa53e84a35bf6200d449e4df7d
Source dataset
uspto-grants-2000_10
Patent number
US06133446

Reaction notes

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