Methylamine → HCID 68906846, compound

HRID 2110351Notes

Reaction equation

HRID 2110351 reaction equation
[ClH:1].FC1C=C2C(=CC=1)NC=C2[C@H:12]([C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=1)[C@@H:13]([OH:17])[CH2:14][NH:15][CH3:16].[F:25][C:26]1[CH:27]=[C:28]2[C:32](=[CH:33][CH:34]=1)N([C@@H](C1C=CC=CC=1)[C@H](O)COS(C1C=CC(C)=CC=1)(=O)=O)C=[CH:29]2.[CH3:56][NH2:57]>>[ClH:1].[F:25][C:26]1[CH:27]=[C:28]2[C:32](=[CH:33][CH:34]=1)[N:57]([C@@H:12]([C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=1)[C@H:13]([OH:17])[CH2:14][NH:15][CH3:16])[CH:56]=[CH:29]2

Participants

4

Reactant 3

HCID 6329MethylamineHCID 68907697HCID 68907697, compoundHCID 87617820HCID 87617820, compound

Product 1

HCID 68906846HCID 68906846, compound

Procedure

In an analogous manner to EXAMPLE 5, (1S,2R)-1-(5-fluoro-1H-indol-3-yl)-1-(3-fluorophenyl)-3-(methylamino)propan-2-ol hydrochloride was prepared from (2S,3S)-toluene-4-sulfonic acid 3-(5-fluoro-indol-1-yl)-2-hydroxy-3-phenyl-propyl ester and methylamine as a light tan solid. MS (ES) m/z 317.2; HRMS: calcd for C18H18F2N2O+H+, 317.14599; found (ESI, [M+H]+), 317.1472.

Sources & evidence

ORD record
ord-ecadaf3eb0354e5bba75ad4a282e6f9e
Source dataset
uspto-grants-2009_04
Patent number
US07517899B2

Reaction notes

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