Hydrochloric Acid → 4-{4-[4-(2-Aminoethyl)phenoxy]butyl}-2-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenol bis hydrochloride salt

HRID 1433249Notes

Reaction equation

HRID 1433249 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([OH:27])=[C:23]([C@@H:28]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[CH2:29][CH2:30][N:31]([CH:35]([CH3:37])[CH3:36])[CH:32]([CH3:34])[CH3:33])[CH:22]=2)=[CH:12][CH:11]=1)(C)(C)C.[ClH:45].C(O)C>ClCCl>[ClH:45].[ClH:45].[NH2:7][CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([OH:27])=[C:23]([C@@H:28]([C:38]3[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=3)[CH2:29][CH2:30][N:31]([CH:32]([CH3:33])[CH3:34])[CH:35]([CH3:37])[CH3:36])[CH:22]=2)=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 57933203tert-Butyl{2-[4-(4-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}butoxy)phenyl]ethyl}carbamate

Product 1

HCID 866164804-{4-[4-(2-Aminoethyl)phenoxy]butyl}-2-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenol bis hydrochloride salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-butyl{2-[4-(4-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}butoxy)phenyl]ethyl}carbamate (Preparation 12, 450 mg, 0.75 mmol) was dissolved in dichloromethane (10 ml), hydrogen chloride (2M in diethyl ether, 6 ml, 12 mmol) was added followed by ethanol (1 ml). After 3 days, solvents removed in vacuo to furnish the title compound as a yellow foam, 420 mg.

Workup

  1. customsolvents removed in vacuo

Sources & evidence

ORD record
ord-16b49e0d36f34743ad379120acef0d33
Source dataset
uspto-grants-2009_11
Patent number
US07612084B2

Reaction notes

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