4-Bromoanisole → HCID 89666865, compound

HRID 923714Notes

Reaction equation

HRID 923714 reaction equation
[C:1]([O:5][C:6](=[O:16])[NH:7][C@@H:8]([CH3:15])[C:9](N(OC)C)=[O:10])([CH3:4])([CH3:3])[CH3:2].Br[C:18]1[CH:23]=[C:22]([F:24])[CH:21]=[C:20]([F:25])[CH:19]=1.C(OC(=O)N[C@H](C)C(N(OC)C)=O)(C)(C)C.COC1C=CC(Br)=CC=1>>[C:1]([O:5][C:6](=[O:16])[NH:7][C@@H:8]([CH3:15])[C:9]([C:18]1[CH:23]=[C:22]([F:24])[CH:21]=[C:20]([F:25])[CH:19]=1)=[O:10])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 4

HCID 77304-BromoanisoleHCID 1363131-Bromo-3,5-difluorobenzeneHCID 11806530(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamateHCID 23537239N~2~-(tert-Butoxycarbonyl)-N-methoxy-N-methyl-D-alaninamide

Product 1

HCID 89666865HCID 89666865, compound

Procedure

With the exception that (S)-t-butyl(1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate and 1-bromo-3,5-difluorobenzene were used instead of (R)-t-butyl(1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate and 4-methoxybromobenzene, respectively, the same procedure as in Preparation Example 5-5 was repeated to afford the title compound. 1.3 g (46%).

Workup

  1. customrespectively, the same procedure as in Preparation Example 5-5

Sources & evidence

ORD record
ord-45dc5bbfc525438ab65805f27f8f954f
Source dataset
uspto-grants-2016_03
Patent number
US09278996B2

Reaction notes

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