Acetoxyacetyl chloride → N-[(2S,3R)-3-[1-(4-Fluorophenyl)indazol-5-yl]oxy-4-phenyl-butan-2-yl]-2-hydroxy-acetamide

HRID 13084Notes

Reaction equation

HRID 13084 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][C@H:18]([CH2:22][C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[C@@H:19]([NH2:21])[CH3:20])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.C([O:32][CH2:33][C:34](Cl)=[O:35])(=O)C>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][C@H:18]([CH2:22][C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=4)[C@@H:19]([NH:21][C:33](=[O:32])[CH2:34][OH:35])[CH3:20])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 26297Acetoxyacetyl chlorideHCID 59339878(2S,3R)-3-[1-(4-fluorophenyl)indazol-5-yl]oxy-4-phenyl-butan-2-amine

Product 1

HCID 25012842N-[(2S,3R)-3-[1-(4-Fluorophenyl)indazol-5-yl]oxy-4-phenyl-butan-2-yl]-2-hydroxy-acetamide

Procedure

Prepared as described in Example 64 using (2S,3R)-3-[1-(4-fluorophenyl)indazol-5-yl]oxy-4-phenyl-butan-2-amine (60 mg, 0.16 mmol) and acetoxyacetyl chloride (0.069 mL, 0.64 mmol). Yield 60 mg (87%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-14bac8b2a1c94687abfecf703ef1b434
Source dataset
uspto-grants-2010_06
Patent number
US07728030B2

Reaction notes

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