Hydrochloric Acid → HCID 67220499, compound

HRID 1838737Notes

Reaction equation

HRID 1838737 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][C@H:13]([O:15][CH2:16][C:17]2[CH:26]=[C:25]([O:27][CH3:28])[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:18]=2)[C@@H:12]([C:29]2[CH:34]=[CH:33][C:32]([O:35][CH2:36][CH2:37][CH2:38][O:39][CH2:40][C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][C:42]=3[O:47][CH3:48])=[CH:31][CH:30]=2)[C@H:11]([CH2:49][N:50]2[CH:54]=[CH:53][N:52]=[CH:51]2)[CH2:10]1)=O)(C)(C)C>CO>[ClH:1].[ClH:1].[N:50]1([CH2:49][C@H:11]2[C@H:12]([C:29]3[CH:30]=[CH:31][C:32]([O:35][CH2:36][CH2:37][CH2:38][O:39][CH2:40][C:41]4[CH:46]=[CH:45][CH:44]=[CH:43][C:42]=4[O:47][CH3:48])=[CH:33][CH:34]=3)[C@@H:13]([O:15][CH2:16][C:17]3[CH:26]=[C:25]([O:27][CH3:28])[C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH:18]=3)[CH2:14][NH:9][CH2:10]2)[CH:54]=[CH:53][N:52]=[CH:51]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57244277HCID 57244277, compound

Product 1

HCID 67220499HCID 67220499, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In an analogous manner to that described in Example 13 (j) by cleavage of the BOC group using a solution of hydrogen chloride in methanol, starting from (3R,4R,5R)-3-imidazol-1-ylmethyl-4-{4-[3-(2-methoxy-benzyloxy)-propoxy]-phenyl}-5-(4-methoxy-naphthalen-2-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl ester there was obtained (3S,4R,5R)-3-imidazol-1-ylmethyl-4-[4-[3-(2-methoxy-benzyloxy)-propoxy]-phenyl]-5-(4-methoxy-naphthalen-2-ylmethoxy)-piperidine dihydrochloride as an amorphous solid; MS: 622 (M+H)+.

Sources & evidence

ORD record
ord-bbcdbf7517b34e6295e63b30cf5419b0
Source dataset
uspto-grants-2004_01
Patent number
US06673931B2

Reaction notes

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