Hydrochloride methanol → (3R,4R)-1-(2-imidazol-1-yl-ethyl)-7-(4-[4-[3-(2-methoxy-benzyloxy)-propoxy]-phenyl]-piperidin-3-yloxymethyl)-1,2,3,4-tetrahydro-quinoline

HRID 1531502Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][C@H:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][O:24][CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[O:32][CH3:33])=[CH:16][CH:15]=2)[C@@H:10]([O:34][CH2:35][C:36]2[CH:45]=[C:44]3[C:39]([CH2:40][CH2:41][CH2:42][N:43]3[CH2:46][CH2:47][N:48]3[CH:52]=[CH:51][N:50]=[CH:49]3)=[CH:38][CH:37]=2)[CH2:9]1)=O)(C)(C)C.Cl.CO>>[N:48]1([CH2:47][CH2:46][N:43]2[C:44]3[C:39](=[CH:38][CH:37]=[C:36]([CH2:35][O:34][C@@H:10]4[C@@H:11]([C:14]5[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][O:24][CH2:25][C:26]6[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=6[O:32][CH3:33])=[CH:16][CH:15]=5)[CH2:12][CH2:13][NH:8][CH2:9]4)[CH:45]=3)[CH2:40][CH2:41][CH2:42]2)[CH:52]=[CH:51][N:50]=[CH:49]1

Participants

Reactant 2

HCID 21893726Hydrochloride methanol

HCID 69488647(3R,4R)-3-[1-(2-imidazol-1-yl-ethyl)-1,2,3,4-tetrahydro-quinolin-7-ylmethoxy]-4-[4-[3-(2-methoxy-benzyloxy)-propoxy]-phenyl]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 57219354(3R,4R)-1-(2-imidazol-1-yl-ethyl)-7-(4-[4-[3-(2-methoxy-benzyloxy)-propoxy]-phenyl]-piperidin-3-yloxymethyl)-1,2,3,4-tetrahydro-quinoline

Procedure

In analogy to the procedure described in example 4(b), the (3R,4R)-3-[1-(2-imidazol-1-yl-ethyl)-1,2,3,4-tetrahydro-quinolin-7-ylmethoxy]-4-[4-[3-(2-methoxy-benzyloxy)-propoxy]-phenyl]-piperidine-1-carboxylic acid tert-butyl ester was deprotected with HCl/methanol to yield the (3R,4R)-1-(2-imidazol-1-yl-ethyl)-7-(4-[4-[3-(2-methoxy-benzyloxy)-propoxy]-phenyl]-piperidin-3-yloxymethyl)-1,2,3,4-tetrahydro-quinoline as a yellow oil; MS: 611 (M+H)+.

Sources & evidence

ORD record: ord-89e75b40df2048aeaf187bed046f686d
Source dataset: uspto-grants-2001_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06197959B1

Reaction notes

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