Ammonium Hydroxide → HCID 59654861, compound

HRID 2053183Notes

Reaction equation

HRID 2053183 reaction equation
[C:1]1([C:7]2[O:11][C:10]([C:12]([NH:14][C:15]3[CH:16]=[C:17]([CH2:21][C:22]([OH:24])=O)[CH:18]=[CH:19][CH:20]=3)=[O:13])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH4+:25].[OH-]>>[C:22]([CH2:21][C:17]1[CH:16]=[C:15]([NH:14][C:12]([C:10]2[O:11][C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[CH:8][CH:9]=2)=[O:13])[CH:20]=[CH:19][CH:18]=1)(=[O:24])[NH2:25]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 11220940HCID 11220940, compound

Product 1

HCID 59654861HCID 59654861, compound

Procedure

The carboxylic acid (10) (50 mg, 0.15 mmol) was coupled to NH4OH (0.01 ml, 0.15 mmol) using Method C. The crude compound was purified by column chromatography, eluting with a stepped gradient of 80-100% EtOAc in heptane to give the title compound.

Workup

  1. customThe crude compound was purified by column chromatography
  2. washeluting with a stepped gradient of 80-100% EtOAc in heptane

Sources & evidence

ORD record
ord-5901b95b7ddc4cbda8d799f51fdc52d4
Source dataset
uspto-grants-2008_02
Patent number
US07326732B2

Reaction notes

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