Triethylamine → HCID 178513312, compound

HRID 917573Notes

Reaction equation

HRID 917573 reaction equation
Cl.[NH2:2][OH:3].C(N(CC)CC)C.[C:11]([C:13]1[CH:14]=[C:15]([NH:19][CH:20]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[C:21]([NH:23][C:24]2[CH:29]=[CH:28][C:27]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)=[CH:26][CH:25]=2)=[O:22])[CH:16]=[CH:17][CH:18]=1)#[N:12]>CO>[OH:3][NH:2][C:11]([C:13]1[CH:14]=[C:15]([NH:19][CH:20]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[C:21]([NH:23][C:24]2[CH:29]=[CH:28][C:27]([N:30]3[CH2:31][CH2:32][O:33][CH2:34][CH2:35]3)=[CH:26][CH:25]=2)=[O:22])[CH:16]=[CH:17][CH:18]=1)=[NH:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 12042527HCID 12042527, compound

Product 1

HCID 178513312HCID 178513312, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

149 mg (2.15 mmol) of hydroxylamine hydrochloride, 0.30 ml (2.15 mmol) of triethylamine and a few grains of 0.3 nM molecular sieve are added to a solution of 295 mg (0.715 mmol) of 2-(3-cyanophenylamino)-N-(4-morpholin-4-ylphenyl)-2-phenylacetamide in 5 ml of methanol, and the mixture is heated at 70° C. for 18 hours. The reaction mixture is filtered, the filtrate is evaporated, and the residue is taken up in water. The resultant precipitate is filtered off, giving 2-[3-(N-hydroxyamidino)phenylamino]-N-(4-morpholin-4-ylphenyl)-2-phenylacetamide as a colourless solid; ESI 446.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated
  3. filtrationThe resultant precipitate is filtered off

Sources & evidence

ORD record
ord-db6c08e707bb4fac88596cd70d4805b2
Source dataset
uspto-grants-2007_09
Patent number
US07273867B2

Reaction notes

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