Methyl 3-hydroxy-4-methoxybenzoate → 1,1-Dimethylethyl 7-({2-(methyloxy)-5-[(methyloxy)carbonyl]phenyl}oxy)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate

HRID 645889Notes

Reaction equation

HRID 645889 reaction equation
[CH3:1][C:2]([O:5][C:6]([N:8]1[CH2:14][CH2:13][C:12]2[CH:15]=[CH:16][C:17](B(O)O)=[CH:18][C:11]=2[CH2:10][CH2:9]1)=[O:7])([CH3:4])[CH3:3].[CH3:22][O:23][C:24](=[O:34])[C:25]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[C:27]([OH:33])[CH:26]=1>>[CH3:32][O:31][C:28]1[CH:29]=[CH:30][C:25]([C:24]([O:23][CH3:22])=[O:34])=[CH:26][C:27]=1[O:33][C:17]1[CH:16]=[CH:15][C:12]2[CH2:13][CH2:14][N:8]([C:6]([O:5][C:2]([CH3:4])([CH3:3])[CH3:1])=[O:7])[CH2:9][CH2:10][C:11]=2[CH:18]=1

Participants

3

Reactant 2

HCID 4056967Methyl 3-hydroxy-4-methoxybenzoateHCID 57440296(3-(tert-Butoxycarbonyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)boronic acid

Product 1

HCID 574403011,1-Dimethylethyl 7-({2-(methyloxy)-5-[(methyloxy)carbonyl]phenyl}oxy)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate

Procedure

The title compound was prepared from (3-{[(1,1-dimethylethyl)oxy]carbonyl}-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)boronic acid (E264, Step 2) and methyl-3-hydroxy-4-methoxybenzoate using the method of Example 264 Step 3; MS (ES+) m/e 328 [(M+H)—CO2tBu]+.

Sources & evidence

ORD record
ord-2f009062b841439088a9ed01978e9dba
Source dataset
uspto-grants-2010_04
Patent number
US07704994B2

Reaction notes

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