8-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-one → 8-Bromo-3,4-dihydro-2H-1,4-benzoxazine

HRID 2175218Notes

Reaction equation

HRID 2175218 reaction equation
BrC1C2C1CNC1C=CC=CC=12.BrC1C2C3CC3C(=O)NC=2C=CC=1.[Br:26][C:27]1[C:32]2[O:33][CH2:34][C:35](=O)[NH:36][C:31]=2[CH:30]=[CH:29][CH:28]=1>>[Br:26][C:27]1[C:32]2[O:33][CH2:34][CH2:35][NH:36][C:31]=2[CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 3

HCID 218735338-bromo-3,4-dihydro-2H-1,4-benzoxazin-3-oneHCID 717427347-Bromo-3,7B-dihydro-1H-cyclopropa[C]quinolin-2(1AH)-oneHCID 86712576bromo-1a,2,3,7b-tetrahydro-1H-cyclopropa[c]quinoline

Product 1

HCID 162444528-Bromo-3,4-dihydro-2H-1,4-benzoxazine

Procedure

The title compound was prepared using a procedure analogous to bromo-1a,2,3,7b-tetrahydro-1H-cyclopropa[c]quinoline except that 7-bromo-3,7b-dihydro-1H-cyclopropa[c]quinolin-2(1aH)-one was replaced with 8-bromo-2H-benzo[b][1,4]oxazin-3(4H)-one. LCMS, [M+H]+=214.0. 1H NMR (400 MHz, CDCl3) δ 6.90 (dd, J=7.9, 1.5 Hz, 1H), 6.63 (t, J=7.9 Hz, 1H), 6.53 (dd, J=7.9, 1.5 Hz, 1H), 4.33-4.39 (m, 2H), 3.42-3.48 (m, 2H).

Sources & evidence

ORD record
ord-8bfb15f9ae724ac5bbeef0c64b833ad9
Source dataset
uspto-grants-2015_06
Patent number
US09062028B2

Reaction notes

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