4-Bromoanisole → HCID 90091086, compound

HRID 923715Notes

Reaction equation

HRID 923715 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[C:23]([F:24])=[CH:22][CH:21]=[CH:20][C:19]=1[F:25].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[C:23]([F:24])=[CH:22][CH:21]=[CH:20][C:19]=1[F:25])=[O:10])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 4

HCID 77304-BromoanisoleHCID 1235571-Bromo-2,6-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 90091086HCID 90091086, compound

Procedure

With the exception that (S)-t-butyl(1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate and 1-bromo-2,6-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. 0.26 g (17%).

Workup

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

Sources & evidence

ORD record
ord-ae5d821002584d40b828c4e3fdf134e8
Source dataset
uspto-grants-2016_03
Patent number
US09278996B2

Reaction notes

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