6-Bromo-3-methyl[1,3]oxazolo[4,5-b]pyridin-2(3H)-one → 6-Acetyl-2-benzyloxyoxazolo[4,5-b]pyridine

HRID 964019Notes

Reaction equation

HRID 964019 reaction equation
[CH2:1]([O:8][C:9]1[O:10][C:11]2[C:12]([N:18]=1)=[N:13][CH:14]=[C:15](Br)[CH:16]=2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.BrC1[CH:21]=[C:22]2[O:28]C(=O)N(C)C2=NC=1>>[C:22]([C:15]1[CH:16]=[C:11]2[O:10][C:9]([O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[N:18][C:12]2=[N:13][CH:14]=1)(=[O:28])[CH3:21]

Participants

3

Reactant 2

HCID 159260166-Bromo-3-methyl[1,3]oxazolo[4,5-b]pyridin-2(3H)-oneHCID 190793022-(Benzyloxy)-6-bromo[1,3]oxazolo[4,5-b]pyridine

Product 1

HCID 190793086-Acetyl-2-benzyloxyoxazolo[4,5-b]pyridine

Procedure

The method of operation is the same as that used for the synthesis of the compound of Example 1 (coupling with 1-ethoxy-1-(trimethylstannyl)ethylene), 2-benzyloxy-6-bromooxazolo[4,5-b]pyridine from Preparation 4 being used instead of the 6-bromo-3-methyloxazolo[4,5-b]pyridin-2(3H)-one from Preparation 2. The yield obtained is 78%. ##STR49##

Workup

  1. customThe yield obtained

Sources & evidence

ORD record
ord-82973312591b476cb4b2e35eff75fe81
Source dataset
uspto-grants-1998_06
Patent number
US05767128

Reaction notes

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