Phosphorus oxybromide → HCID 86014546, compound

HRID 1406182Notes

Reaction equation

[CH2:1]([O:5][C:6]([C:8]1[NH:9][C:10](=O)[C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][CH:14]=[C:13]([O:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH:12]=2)=[O:7])[CH2:2][CH2:3][CH3:4].P(Br)(Br)([Br:27])=O>>[CH2:1]([O:5][C:6]([C:8]1[N:9]=[C:10]([Br:27])[C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][CH:14]=[C:13]([O:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH:12]=2)=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 24613Phosphorus oxybromide

HCID 54729692HCID 54729692, compound

Product 1

HCID 86014546HCID 86014546, compound

Procedure

0.150 g of 7-butoxy-4-hydroxy-1-oxo-1,2-dihydro-isoquinoline-3-carboxylic acid butyl ester, were allowed to react with phosphorous oxybromide analogously to Example D-46 b) to give 0.105 g of an off-white solid: Proton NMR (200 MHz, chloroform-d): δ 11.82 (s, 1H), 8.68 (s, 1H), 8.26 (d, 1H), 7.35 (dd, 1H), 7.19 (d, 1H), 4.49 (t, J=7 Hz, 2H), 4.12 (t, J=7 Hz, 2H), 1.95-1.75 (m, 4H), 1.70-1.40 (m, 4H), 1.05-0.95 (m, 6H).

Sources & evidence

ORD record: ord-87f94b4e1a7640a0bfa3a1e7f67044e1
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08916585B2

Reaction notes

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