Methylamine → HCID 68904699, compound

HRID 2110334Notes

Reaction equation

HRID 2110334 reaction equation
[ClH:1].[N:2]1([C@@H:11]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C@H:12]([OH:16])[CH2:13][NH:14][CH3:15])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3]1.[CH3:23]C1C2C(=CC=CC=2)N([C@@H](C2C=CC=CC=2)[C@H](O)COS(C2C=CC(C)=CC=2)(=O)=O)C=1.CN>CO>[ClH:1].[CH3:15][NH:14][CH2:13][C@@H:12]([OH:16])[C@@H:11]([N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH3:23])=[CH:3]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 6329MethylamineHCID 68908266HCID 68908266, compoundHCID 87618484HCID 87618484, compound

Product 1

HCID 68904699HCID 68904699, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

In an analogous manner to EXAMPLE 5, (1S,2R)-1-(1H-indol-1-yl)-3-(methylamino)-1-phenylpropan-2-ol hydrochloride was prepared from (2S,3S)-toluene-4-sulfonic acid 3-(3-methyl-indol-1-yl)-2-hydroxy-3-phenyl-propyl ester and methylamine (2N solution in methanol) as a white solid. [□]D25/MeOH=+116; CD/MeOH=(−); MS (ESI) m/z 295 ([M+H]+); HRMS: calcd for C19H22N20+H+, 295.18049; found (ESI, [M+H]+), 295.1816.

Sources & evidence

ORD record
ord-05621b4014fd4dc2a97dc918a84a53fb
Source dataset
uspto-grants-2009_04
Patent number
US07517899B2

Reaction notes

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