Methyl 4-methylaminobenzoate → Methyl 4-{n-[2-(3-(s)methoxymethoxypyrrolidin-1-yl)-1(r)-phenylethyl]-n-methylamino}benzoate

HRID 428604

Reaction equation

HRID 428604 reaction equation
[C:1]1([C@H](O)C)C=CC=CC=1.[CH3:10][O:11][CH2:12][O:13][C@H:14]1[CH2:18][CH2:17][N:16]([C@@H:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)CO)[CH2:15]1.[CH3:28][NH:29][C:30]1[CH:39]=[CH:38][C:33]([C:34]([O:36][CH3:37])=[O:35])=[CH:32][CH:31]=1>>[CH3:10][O:11][CH2:12][O:13][C@H:14]1[CH2:18][CH2:17][N:16]([CH2:19][C@H:22]([N:29]([C:30]2[CH:39]=[CH:38][C:33]([C:34]([O:36][CH3:37])=[O:35])=[CH:32][CH:31]=2)[CH3:28])[C:27]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:1]=2)[CH2:15]1

Participants

4

Reactant 3

HCID 140375Methyl 4-methylaminobenzoateHCID 6375161-Phenylethanol, (R)-HCID 537305352-(3-(s)Methoxymethoxypyrrolidin-1-yl)-2-(s)-phenylethanol

Product 1

HCID 69950347Methyl 4-{n-[2-(3-(s)methoxymethoxypyrrolidin-1-yl)-1(r)-phenylethyl]-n-methylamino}benzoateYield 49%

Procedure

This was prepared from 2-(3S)-methoxymethoxypyrrolidin-1-yl)-1-(R)-phenylethanol and 2-(3-(S)-methoxymethoxypyrrolidin-1-yl)-2-(S)-phenylethanol and methyl 4-methylaminobenzoate in 49% yield according to a procedure similar to that described in Example 1 (i).

Sources & evidence

ORD record
ord-698aaac3ba54457094d2ce60cf484a5a
Source dataset
uspto-grants-2001_11
Patent number
US06313302B2

Linked notes

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