4-Methylmorpholine → HCID 25159832, compound

HRID 1887223Notes

Reaction equation

HRID 1887223 reaction equation
ClC(OCC(C)C)=O.C[N:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1.[NH2:16][C:17]1[N:26]=[C:25]([C:27]([OH:29])=O)[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:18]=1.OC1CCNC1>CN(C=O)C>[NH2:16][C:17]1[N:26]=[C:25]([C:27]([N:10]2[CH2:15][CH2:14][CH:12]([OH:13])[CH2:11]2)=[O:29])[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:18]=1

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 62365Isobutyl chloroformateHCID 982104-HydroxypyrrolidineHCID 193905752-Aminoquinazoline-4-carboxylic acid

Product 1

HCID 25159832HCID 25159832, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

68.76 μl of isobutyl chloroformate and 63.93 μl of 4-methylmorpholine are added to a solution of 100 mg of 2-amino-4-carboxyquinazoline in 2 ml of DMF. The mixture is stirred at room temperature for 30 minutes, 50.66 mg of 3-hydroxypyrrolidine are added, and the mixture is stirred for a further 30 minutes. Conventional work-up gives 55.7 mg of “A17”; Rt 0.797; M+H+ 259.28.

Workup

  1. stirringthe mixture is stirred for a further 30 minutes
  2. customConventional work-up gives 55.7 mg of “A17”

Sources & evidence

ORD record
ord-2d18b64cbf814702906f6b941502c02d
Source dataset
uspto-grants-2013_08
Patent number
US08501754B2

Reaction notes

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