Boron tribromide → HCID 20228238, compound

HRID 1731615Notes

Reaction equation

HRID 1731615 reaction equation
Cl.C[O:3][C:4]1[CH:15]=[CH:14][C:13]2[CH:9]3[CH2:10][NH:11][CH2:12][CH:8]3[CH2:7][C:6]=2[C:5]=1[O:16]C.[C:18]([NH-])(=O)[CH2:19][CH3:20].B(Br)(Br)[Br:24]>>[BrH:24].[CH2:18]([N:11]1[CH2:12][CH:8]2[CH2:7][C:6]3[C:5]([OH:16])=[C:4]([OH:3])[CH:15]=[CH:14][C:13]=3[CH:9]2[CH2:10]1)[CH2:19][CH3:20]

Participants

4

Reactant 3

HCID 25134Boron tribromideHCID 13732641HCID 13732641, compoundHCID 178458040HCID 178458040, compound

Product 1

HCID 20228238HCID 20228238, compoundYield 92%

Procedure

The compound of Example 6 (4.00 g.) was converted in 92% yield to the N-propionyl amide by the method of Example 10. This was reduced to the amine in 65% yield by the method in Example 11 and this was demethylated with BBr3 by the method of Example 7 in 80% yield to give the desired product, m.p. 192°-195° C.

Sources & evidence

ORD record
ord-91d2de406f1c4824948b53ecb53e40e7
Source dataset
uspto-grants-1986_11
Patent number
US04622405

Reaction notes

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