Boron tribromide → HCID 11844342, compound

HRID 11142Notes

Reaction equation

C[O:2][C:3]1[CH:15]=[CH:14][C:13]2[NH:12][C:11]3[CH:10]=[CH:9][C:8]4[C:16](=[O:20])[NH:17][C:18](=[O:19])[C:7]=4[C:6]=3[C:5]=2[CH:4]=1.B(Br)(Br)Br>>[OH:2][C:3]1[CH:15]=[CH:14][C:13]2[NH:12][C:11]3[CH:10]=[CH:9][C:8]4[C:16](=[O:20])[NH:17][C:18](=[O:19])[C:7]=4[C:6]=3[C:5]=2[CH:4]=1

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 11843684HCID 11843684, compound

Product 1

HCID 11844342HCID 11844342, compoundYield 79%

Procedure

Demethylation of (816) prepared as described in example 416 with BBr3 using the procedure described in example 80 gave (817) (79%), mp 335–345° C. 1H NMR δ [(CD3)2SO] 11.77 (s, 1H), 11.04 (s, 1H), 9.23 (s, 1H), 8.24 (d, J=2.3 Hz, 1H), 7.75 (2d, J=8.2 Hz, 2H), 7.43 (d, J=8.7 Hz, 1H), 7.05 (dd, J=8.7, 2.3 Hz, 1H). Found: C, 64.44; H, 3.45; N, 10.41. C14H8N2O3.1/2H2O requires: C, 64.37; H, 3.47; N, 10.72.

Sources & evidence

ORD record: ord-5b1bf34dd4f9437a87340eb2f2be19a6
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07094798B1

Reaction notes

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