Phenylpropanolamine → (1R,2S)-1-[1-(4-fluorophenyl)-6-methyl-indazol-5-yl]oxy-1-phenyl-propan-2-amine

HRID 1098830Notes

Reaction equation

HRID 1098830 reaction equation
[NH2:1][C@@H:2]([CH3:11])[C@@H:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[OH:4].[F:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]2[C:27]3[C:22](=[CH:23][C:24](I)=[C:25]([CH3:28])[CH:26]=3)[CH:21]=[N:20]2)=[CH:15][CH:14]=1>>[F:12][C:13]1[CH:14]=[CH:15][C:16]([N:19]2[C:27]3[C:22](=[CH:23][C:24]([O:4][C@H:3]([C:5]4[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=4)[C@@H:2]([NH2:1])[CH3:11])=[C:25]([CH3:28])[CH:26]=3)[CH:21]=[N:20]2)=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 10297PhenylpropanolamineHCID 593399141-(4-Fluorophenyl)-5-iodo-6-methylindazole

Product 1

HCID 59339631(1R,2S)-1-[1-(4-fluorophenyl)-6-methyl-indazol-5-yl]oxy-1-phenyl-propan-2-amine

Procedure

Prepared as described in Example 1 from (1R,2S)-2-amino-1-phenylpropan-1-ol (257 mg, 1.70 mmol), and 1-(4-fluorophenyl)-5-iodo-6-methylindazole (200 mg, 0.57 mmol). Yield 169 mg (79%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-956e3cfc77d54e309a1857cbf6c71849
Source dataset
uspto-grants-2012_03
Patent number
US08143290B2

Reaction notes

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