HCID 58579486, compound → (5-(3-Amino-1-(3-bromophenyl)-4-fluoro-1H-isoindol-1-yl)-2-methoxy-3-methylphenyl)methanol

HRID 1662200Notes

Reaction equation

HRID 1662200 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH3:19])[C:5]([O:17][CH3:18])=[C:6]([CH:16]=1)[CH2:7][O:8][Si](C(C)(C)C)(C)C.[Br:20][C:21]1[CH:22]=[C:23](/[C:27](/[C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([F:41])[C:36]=2[C:42]#[N:43])=[N:28]\S(C(C)(C)C)=O)[CH:24]=[CH:25][CH:26]=1>>[NH2:43][C:42]1[C:36]2[C:35](=[CH:40][CH:39]=[CH:38][C:37]=2[F:41])[C:27]([C:2]2[CH:3]=[C:4]([CH3:19])[C:5]([O:17][CH3:18])=[C:6]([CH2:7][OH:8])[CH:16]=2)([C:23]2[CH:24]=[CH:25][CH:26]=[C:21]([Br:20])[CH:22]=2)[N:28]=1

Participants

3

Reactant 2

HCID 58579486HCID 58579486, compoundHCID 67417833(5-Bromo-2-methoxy-3-methylbenzyloxy)(tert-butyl)dimethylsilane

Product 1

HCID 58579488(5-(3-Amino-1-(3-bromophenyl)-4-fluoro-1H-isoindol-1-yl)-2-methoxy-3-methylphenyl)methanolYield 54%

Procedure

The title compound was synthesized as described for Example 35i in 54% yield, starting from of (5-bromo-2-methoxy-3-methylbenzyloxy)(tert-butyl)dimethylsilane (1.44 g, 4.17 mmol) and (E)-N-((3-bromophenyl)(2-cyano-3-fluorophenyl)methylene)-2-methylpropane-2-sulfinamide (1.415 g, 3.47 mmol). MS (ES+) m/z 455, 457 [M+H]+.

Sources & evidence

ORD record
ord-a4920c21baf14bb7b5465a9b77da3088
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

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