Hydrochloride methanol → (3RS,4RS)-[3-[7-[4-[4-[3-(2-methoxy-benzyloxy)-propoxyl]-phenyl]-piperidin-3-yloxymethyl]-3,4-dihydro-2H-quinolin-1-yl]-propyl]-methyl-amine

HRID 1531489Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][CH: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)[CH: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][CH2:48][NH:49][CH3:50])=[CH:38][CH:37]=2)[CH2:9]1)=O)(C)(C)C.Cl.CO>>[CH3:33][O:32][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[CH2:25][O:24][CH2:23][CH2:22][CH2:21][O:20][C:17]1[CH:16]=[CH:15][C:14]([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH:10]2[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][CH2:48][NH:49][CH3:50])=[CH:38][CH:37]=2)=[CH:19][CH:18]=1

Participants

Reactant 2

HCID 21893726Hydrochloride methanol

HCID 69488915HCID 69488915, compound

Product 1

HCID 21253779(3RS,4RS)-[3-[7-[4-[4-[3-(2-methoxy-benzyloxy)-propoxyl]-phenyl]-piperidin-3-yloxymethyl]-3,4-dihydro-2H-quinolin-1-yl]-propyl]-methyl-amine

Procedure

In analogy to the procedure described in example 4(b), the (3RS,4RS)-4-[4-[3-(2-methoxy-benzyloxy)-propoxy]-phenyl]-3-[1-(3-methylamino-propyl)-1,2,3,4-tetrahydro-quinolin-7-ylmethoxy]-piperidine-1-carboxylic acid tert-butyl ester was deprotected with HCl/methanol to yield the (3RS,4RS)-[3-[7-[4-[4-[3-(2-methoxy-benzyloxy)-propoxyl]-phenyl]-piperidin-3-yloxymethyl]-3,4-dihydro-2H-quinolin-1-yl]-propyl]-methyl-amine as a light yellow oil; MS: 588 (M+H)+.

Sources & evidence

ORD record: ord-22caa1edf91d4ee79f02cfea93df6203
Source dataset: uspto-grants-2001_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06197959B1

Reaction notes

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