p-Toluenesulfonic acid → HCID 68903051, compound

HRID 2110381Notes

Reaction equation

HRID 2110381 reaction equation
[ClH:1].[NH2:2][CH2:3][CH:4]([OH:23])[CH:5]([N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][C:19]=2[F:21])[C:14]([CH3:22])=[CH:13]1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.FC1C=CC=C2C=1N([C@@H](C1C=CC=CC=1)[C@H](O)CO)C=C2C.C1(C)C=CC(S(O)(=O)=O)=CC=1.[OH-].[NH4+]>>[ClH:1].[NH2:2][CH2:3][C@@H:4]([OH:23])[C@@H:5]([N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][C:19]=2[F:21])[C:14]([CH3:22])=[CH:13]1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 4

HCID 6101p-Toluenesulfonic acidHCID 14923Ammonium HydroxideHCID 68903031HCID 68903031, compoundHCID 68903053HCID 68903053, compound

Product 1

HCID 68903051HCID 68903051, compound

Procedure

In an analogous manner to EXAMPLE 117, step 6 3-amino-1-(7-fluoro-3-methyl-1H-indol-1-yl)-1-phenylpropan-2-ol hydrochloride was prepared from (2S,3S)-3-(7-fluoro-3-methyl-1H-indol-1-yl)-3-phenylpropane-1,2-diol (EXAMPLE 179, step 4) and para-toluenesulfonic acid followed by ammonium hydroxide as a white solid. MS (ES) m/z 299.0.

Sources & evidence

ORD record
ord-f8d7660dbf9c4165b0a786c8dec7c359
Source dataset
uspto-grants-2009_04
Patent number
US07517899B2

Reaction notes

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