(S)-2-[4-(2-fluorobenzyloxy)benzylideneamino]propanamide → Priralfinamide

HRID 658804Notes

Reaction equation

HRID 658804 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][CH:20]=[CH:19][C:3]=1[CH2:4][O:5][C:6]1[CH:18]=[CH:17][C:9]([CH:10]=[N:11][C@@H:12]([CH3:16])[C:13]([NH2:15])=[O:14])=[CH:8][CH:7]=1.FC1C=CC=CC=1CC1C=C(C=CC=1OCC1C=CC=CC=1F)CN[C@@H](C)C(N)=O>>[F:1][C:2]1[CH:22]=[CH:21][CH:20]=[CH:19][C:3]=1[CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([CH2:10][NH:11][C@@H:12]([CH3:16])[C:13]([NH2:15])=[O:14])=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 23659931(S)-2-[4-(2-fluorobenzyloxy)benzylideneamino]propanamideHCID 57745326(S)-2-((3-(2-Fluorobenzyl)-4-((2-fluorobenzyl)oxy)benzyl)amino)propanamide

Product 1

HCID 5745207PriralfinamideYield 93%

Procedure

(S)-2-[4-(2-Fluorobenzyloxy)benzylamino]propanamide is prepared in a 93% yield from (S)-2-[4-(2-fluorobenzyloxy)benzylideneamino]propanamide by following the same procedure of Example 8, step b). The content of (S)-2-[3-(2-fluorobenzyl)-4-(2-fluorobenzyloxy)-benzylamino]propanamide is 0.02% by weight determined by HPLC (see Example 17B).

Sources & evidence

ORD record
ord-c32c824538af4ee39ad20a6a67c33085
Source dataset
uspto-grants-2011_12
Patent number
US08076515B2

Reaction notes

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