(2S)-1-(benzyloxy)propan-2-ol → (S)-2-((3-Bromopyridin-2-yl)oxy)propan-1-ol

HRID 1524091Notes

Reaction equation

HRID 1524091 reaction equation
[Br:1][C:2]1[C:3]([O:8][C@H:9]([CH3:12])[CH2:10][OH:11])=[N:4][CH:5]=[CH:6][CH:7]=1.C(OC[C@@H](O)C)C1C=CC=CC=1>>[Br:1][C:2]1[C:3]([O:8][C@@H:9]([CH3:12])[CH2:10][OH:11])=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 13197475(2S)-1-(benzyloxy)propan-2-olHCID 90313919(R)-2((3-Bromopyridin-2-yl)oxy)propan-1-ol

Product 1

HCID 90313067(S)-2-((3-Bromopyridin-2-yl)oxy)propan-1-ol

Procedure

The title compound was prepared in a manner similar to that described for (R)-2-((3-bromopyridin-2-yl)oxy)propan-1-ol using (S)-1-(benzyloxy)propan-2-ol. 1H NMR (400 MHz, CDCl3) δ 8.07-7.97 (m, 1H), 7.79 (m, 1H), 6.76 (m, 1H), 5.26-5.12 (m, 1H), 3.77 (t, J=6.1, 2H), 3.35 (s, 1H), 1.36 (d, J=6.3, 3H).

Sources & evidence

ORD record
ord-14480556d7cf47f184195b5a0085a024
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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