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

HRID 380372Notes

Reaction equation

HRID 380372 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.[F:37][C:38]1[CH:39]=[C:40]([CH:45]=[CH:46][C:47]=1[NH:48][CH3:49])[C:41]([O:43][CH3:44])=[O:42]>>[F:37][C:38]1[CH:39]=[C:40]([CH:45]=[CH:46][C:47]=1[N:48]([C@@H:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:10][N:7]1[CH2:8][CH2:9][C@H:5]([O:4][CH2:3][O:2][CH3:1])[CH2:6]1)[CH3:49])[C:41]([O:43][CH3:44])=[O:42]

Participants

4

Reactant 3

HCID 155209982-(3-(S)-methoxymethoxypyrrolidin-1-yl)-1-(S)-phenyethanolHCID 15520999HCID 15520999, compoundHCID 18359028Methyl 3-fluoro-4-(methylamino)benzoate

Product 1

HCID 69951846Methyl 3-Fluoro-4{N-[2(3-(S)-methoxymethoxypyrrolidin-1-yl)-1-(S)-phenylethyl]-N-methylamino}benzoateYield 52%

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 3-fluoro-4-methylaminobenzoate in 52% yield according to the procedures similar to those described in Example 29 (i).

Sources & evidence

ORD record
ord-9ecd0cdffa66441aae4fd724ebe788f3
Source dataset
uspto-grants-2001_10
Patent number
US06303602B1

Reaction notes

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