2-(3-(S)-methoxymethoxypyrrolidin-1-yl)-1-(S)-phenyethanol → Methyl 2-methoxy-4-{N-[2-(3-(S)-methoxymethoxypyrrolidin-1-yl)-1-(S)-phenylethyl]-N-methylamino}benzoate

HRID 1532261Notes

Reaction equation

HRID 1532261 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][O:38][C:39]1[CH:48]=[C:47]([NH:49][CH3:50])[CH:46]=[CH:45][C:40]=1[C:41]([O:43][CH3:44])=[O:42]>>[CH3:37][O:38][C:39]1[CH:48]=[C:47]([N:49]([C@@H:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:10][N:7]2[CH2:8][CH2:9][C@H:5]([O:4][CH2:3][O:2][CH3:1])[CH2:6]2)[CH3:50])[CH:46]=[CH:45][C:40]=1[C:41]([O:43][CH3:44])=[O:42]

Participants

4

Reactant 3

HCID 155209982-(3-(S)-methoxymethoxypyrrolidin-1-yl)-1-(S)-phenyethanolHCID 155209992-(3-(S)-methoxymethoxypyrrolidin-1-y)-2-(R)-phenylethanolHCID 15907752Methyl 2-methoxy-4-(methylamino)benzoate

Product 1

HCID 69951334Methyl 2-methoxy-4-{N-[2-(3-(S)-methoxymethoxypyrrolidin-1-yl)-1-(S)-phenylethyl]-N-methylamino}benzoateYield 41%

Procedure

This was prepared from 2-(3-(S)-methoxymethoxypyrrolidin-1-yl)-1-(S)-phenylethanol and 2-(3-(S)-methoxymethoxypyrrolidin-1-yl)-2-(R)-phenylethanol and methyl 2-methoxy-4-methylaminobenzoate in 41% yield according to a procedure similar to that described in Example 1 (i).

Sources & evidence

ORD record
ord-cda46fe21f6443cc955998fb273c77fb
Source dataset
uspto-grants-2001_03
Patent number
US06201007B1

Reaction notes

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