Hydrochloric Acid → N1-{(1S,2R)-1-(3,5-Difluorobenzyl)-2-hydroxy-3-[(3-isopropylbenzyl)amino]propyl}-N3,N3-dipropyl-5-(1,3-thiazol-2-yl)isophthalamide Hydrochloride

HRID 348879Notes

Reaction equation

HRID 348879 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:44]=[C:45]([F:47])[CH:46]=1)[CH2:5][C@H:6]([NH:21][C:22](=[O:43])[C:23]1[CH:37]=[C:36]([C:38]2[S:39][CH:40]=[CH:41][N:42]=2)[CH:35]=[C:25]([C:26]([N:28]([CH2:32][CH2:33][CH3:34])[CH2:29][CH2:30][CH3:31])=[O:27])[CH:24]=1)[C@H:7]([OH:20])[CH2:8][NH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH:17]([CH3:19])[CH3:18])[CH:12]=1.[ClH:48]>C(OCC)C>[ClH:48].[F:1][C:2]1[CH:3]=[C:4]([CH:44]=[C:45]([F:47])[CH:46]=1)[CH2:5][C@H:6]([NH:21][C:22](=[O:43])[C:23]1[CH:37]=[C:36]([C:38]2[S:39][CH:40]=[CH:41][N:42]=2)[CH:35]=[C:25]([C:26]([N:28]([CH2:29][CH2:30][CH3:31])[CH2:32][CH2:33][CH3:34])=[O:27])[CH:24]=1)[C@H:7]([OH:20])[CH2:8][NH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH:17]([CH3:19])[CH3:18])[CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58802278N1-{(1S,2R)-1-(3,5-Difluorobenzyl)-2-hydroxy-3-[(3-isopropylbenzyl)amino]propyl}-N3,N3-dipropyl-5-(1,3-thiazol-2-yl)isophthalamide

Product 1

HCID 68608557N1-{(1S,2R)-1-(3,5-Difluorobenzyl)-2-hydroxy-3-[(3-isopropylbenzyl)amino]propyl}-N3,N3-dipropyl-5-(1,3-thiazol-2-yl)isophthalamide Hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

N1-{(1S,2R)-1-(3,5-Difluorobenzyl)-2-hydroxy-3-[(3-isopropylbenzyl)amino]propyl}-N3,N3-dipropyl-5-(1,3-thiazol-2-yl)isophthalamide (180 mg, 0.27 mmol) is dissolved in diethyl ether (5 mL) and 1N hydrochloric acid in diethyl ether (2 mL) is added. The mixture is concentrated under reduced pressure to yield the title compound. ESI MS m/z 663.3 [M+H]+.

Workup

  1. concentrationThe mixture is concentrated under reduced pressure

Sources & evidence

ORD record
ord-f57943ce6d74414fade9b0b41a821038
Source dataset
uspto-grants-2007_02
Patent number
US07176242B2

Reaction notes

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