Boron tribromide → HCID 22728961, compound

HRID 2085206Notes

Reaction equation

C[O:2][C:3]1[C:11]2[CH:10]=[C:9]([C:12]3[N:13]=[C:14]([CH3:17])[S:15][CH:16]=3)[O:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.B(Br)(Br)Br>>[OH:2][C:3]1[C:11]2[CH:10]=[C:9]([C:12]3[N:13]=[C:14]([CH3:17])[S:15][CH:16]=3)[O:8][C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 22729047HCID 22729047, compound

Product 1

HCID 22728961HCID 22728961, compoundYield 78.6%

Procedure

By the reactions in the same manner as in Starting Material Synthesis Example 5 using 4-(4-methoxybenzo(b)furan-2-yl)-2-methylthiazole (2.7 g) obtained in Starting Material Synthesis Example 67 and boron tribromide (7.5 g), 4-(4-hydroxybenzo(b)furan-2-yl)-2-methylthiazole (2.0 g) was obtained as yellow crystals. By the reactions in the same manner as in Starting Material Synthesis Example 2 using this compound, (S)-glycidyl nosylate (2.9 g) and potassium carbonate (3.1 g), (S)-4-(4-glycidyloxybenzo(b)furan-2-yl)-2-methylthiazole (2.1 g) was obtained as a brown oil. By the reactions in the same manner as in Example 1 using the brown oil and 4-(naphthalen-2-yl)piperidine (1.5 g), the title compound (0.3 g) was obtained as white crystals, melting point 148-150° C.

Workup

customobtained

Sources & evidence

ORD record: ord-70e879f7df144aa588e59c56c09e6f52
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06720320B2

Reaction notes

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