Ammonia → HCID 69232350, compound

HRID 73295Notes

Reaction equation

HRID 73295 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:10][C@H:9]2[CH2:11][CH2:12]OS(C)(=O)=O)=[CH:4][CH:3]=1.Br[C:19]1[CH:24]=C[C:22]([C@@H]2C[C@@H]2CCOS(C)(=O)=O)=[CH:21][CH:20]=1.[NH3:35]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:10][C@H:9]2[CH2:11][CH2:12][N:35]2[CH2:22][CH2:21][CH2:20][C@H:19]2[CH3:24])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 87441411(1S,2R)-Methanesulfonic acid 2-[2-(4-bromo-phenyl)-cyclopropyl]-ethyl esterHCID 87442782(1R,2R)-methanesulfonic acid 2-[2-(4-bromo-phenyl)-cyclopropyl]-ethyl ester

Product 1

HCID 69232350HCID 69232350, compound

Procedure

The title compound was prepared according to the methods outlined in Example 26I substituting the product from Example 27A, (1R,2R)-methanesulfonic acid 2-[2-(4-bromo-phenyl)-cyclopropyl]-ethyl ester, for the product from Example 26H. 1H NMR (300 MHz, CDCl3, free base): δ 0.75-0.9 (m, 2H), 0.97-1.04 (m, 1H), 1.15 (d, J=6 Hz, 3H), 1.5-1.65 (m, 8H), 1.85-2.35 (m, 3H), 2.85-2.95 (m 1H), 3.12-3.20 (m, 1H), 6.9 (d, J=9 Hz, 2H), 7.33 (d, J=9 Hz, 2H). MS (DCl—NH3) m/z 310 (M+H)+.

Sources & evidence

ORD record
ord-a9e4d7c7c54042c5b4d94809acc18fc8
Source dataset
uspto-grants-2014_09
Patent number
US08829041B2

Reaction notes

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