Methylamine → HCID 69673486, compound

HRID 1527618Notes

Reaction equation

HRID 1527618 reaction equation
O1CCCC1.C([O:8][C:9]([CH:11]([C:24]#[C:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH2:12][NH:13][C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=[CH:16][N:15]=1)=O)C.[CH3:32][NH2:33]>CO>[CH3:32][NH:33][C:9]([CH:11]([C:24]#[C:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH2:12][NH:13][C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=[CH:16][N:15]=1)=[O:8]

Participants

5

Reactant 3

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 69673660HCID 69673660, compound

Product 1

HCID 69673486HCID 69673486, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To 5 ml of tetrahydrofuran were added 130 mg of 4-[2-ethoxycarbonyl-4-phenyl-3-butynylamino]quinazoline and 3 ml of a 40% solution of methylamine in methanol, and the mixture was stirred at 60° C. for an hour, then at room temperature for 24 hours. The reaction mixture was concentrated and purified by means of flash chromatography (Isolera™ manufactured by Biotage AB) to give 113 mg of 4-[2-methylaminocarbonyl-4-phenyl-3-butynylamino]quinazoline.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by means of flash chromatography (Isolera™ manufactured by Biotage AB)

Sources & evidence

ORD record
ord-454dd9402a9d42e4844995af8f42944b
Source dataset
uspto-grants-2015_07
Patent number
US09089139B2

Reaction notes

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