Methyl 2-amino-5-bromobenzoate → HCID 68864279, compound

HRID 1816939Notes

Reaction equation

HRID 1816939 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][C:3]=1[C:4]([O:6]C)=O.[O:13]1[CH:17]=[CH:16][C:15]([Li])=[CH:14]1>>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][C:3]=1[C:4]([C:15]1[CH:16]=[CH:17][O:13][CH:14]=1)([C:15]1[CH:16]=[CH:17][O:13][CH:14]=1)[OH:6]

Participants

3

Reactant 2

HCID 736224Methyl 2-amino-5-bromobenzoateHCID 178506755HCID 178506755, compound

Product 1

HCID 68864279HCID 68864279, compound

Procedure

Prepared from methyl 2-amino-5-bromobenzoate and 3-furyl lithium following the procedure described in example 24. 1H NMR (DMSO-d6): δ 7.6 (t, J=1.73 Hz, 2H), 7.25 (q, J=1.51, 0.81 Hz, 2H), 7.10 (q, J=8.46, 2.43 Hz, 1H), 6.79 (d, J=2.43 Hz, 1H), 6.56 (d, J=8.46 Hz, 1H), 6.46 (d, J=8.46 Hz, 1H), 6.39 (q, J=1.73, 0.81 Hz, 2H), 5.35 (s, 2H); MS (ESI) m/z 332/334 ([M−H]−).

Sources & evidence

ORD record
ord-f39722025c65445089f7e5bf332b832c
Source dataset
uspto-grants-2009_10
Patent number
US07598237B2

Reaction notes

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