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

HRID 1532269

Reaction equation

HRID 1532269 reaction equation
[CH3:1][O:2][CH2:3][O:4][C@H:5]1[CH2:9][CH2:8][N:7]([CH2:10][C@@H:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)O)[CH2:6]1.COCO[C@H]1CCN([C@@H](C2C=CC=CC=2)CO)C1.[CH3:37][NH:38][C:39]1[CH:48]=[CH:47][C:42]([C:43]([O:45][CH3:46])=[O:44])=[CH:41][CH:40]=1>>[CH3:1][O:2][CH2:3][O:4][C@H:5]1[CH2:9][CH2:8][N:7]([CH2:10][C@H:11]([N:38]([C:39]2[CH:48]=[CH:47][C:42]([C:43]([O:45][CH3:46])=[O:44])=[CH:41][CH:40]=2)[CH3:37])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:6]1

Participants

4

Reactant 3

HCID 140375Methyl 4-methylaminobenzoateHCID 537305352-(3-(s)Methoxymethoxypyrrolidin-1-yl)-2-(s)-phenylethanolHCID 544440012-(3-(s)-Methoxymethoxypyrrolidin1-yl)-1-(r)-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-(3-(S)-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-18f338017c2f4f95a73f79e535cd4c2b
Source dataset
uspto-grants-2001_03
Patent number
US06201007B1

Linked notes

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