Boron tribromide → HCID 15225469, compound

HRID 2259569Notes

Reaction equation

[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]3[CH2:17][CH:18]([CH2:20][CH2:21][N:22]4[CH2:27][CH2:26][N:25]([C:28]5[CH:33]=[C:32]([CH3:34])[CH:31]=[CH:30][N:29]=5)[CH2:24][CH2:23]4)[O:19][C:14]4[C:15]3=[C:10]([C:11]([O:35]C)=[CH:12][CH:13]=4)[C:9]=2[CH3:37])=[CH:4][CH:3]=1.B(Br)(Br)Br>>[OH:35][C:11]1[C:10]2[C:9]([CH3:37])=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=3)[N:16]3[CH2:17][CH:18]([CH2:20][CH2:21][N:22]4[CH2:23][CH2:24][N:25]([C:28]5[CH:33]=[C:32]([CH3:34])[CH:31]=[CH:30][N:29]=5)[CH2:26][CH2:27]4)[O:19][C:14]([C:15]=23)=[CH:13][CH:12]=1

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 15225468HCID 15225468, compound

Product 1

HCID 15225469HCID 15225469, compoundYield 30.9%

Procedure

0.1 g of 2,3-dihydro-5-(4-hydroxyphenyl)-7-methoxy-6-methyl-2-[2-(4-(4-methylpyridin-2-yl)piperazin-1-yl)ethyl]pyrrolo[1,2,3-de]-1,4-benzoxazine (preparation according to Example 3) was demethylated by treatment with boron tribromide according to the method described in Example 2. 0.03 g of the title compound was obtained as a white powder having a melting point of 250° C. (decomposition).

Sources & evidence

ORD record: ord-c77059ca8fea40f2878e7d8f50f1370b
Source dataset: uspto-grants-1995_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05474988

Reaction notes

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