Methanol → HCID 86729638, compound

HRID 2284910Notes

Reaction equation

HRID 2284910 reaction equation
[C:1]([C:4]1[C:5]([NH:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[NH:32]C(=O)OC(C)(C)C)=[N:6][C:7]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[CH:13][C:12]=2[O:23][CH3:24])=[N:8][CH:9]=1)(=[O:3])[CH3:2].CO>C(Cl)Cl.C(O)(C(F)(F)F)=O>[NH2:32][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[NH:25][C:5]1[C:4]([C:1](=[O:3])[CH3:2])=[CH:9][N:8]=[C:7]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[CH:13][C:12]=2[O:23][CH3:24])[N:6]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 86729639HCID 86729639, compound

Product 1

HCID 86729638HCID 86729638, compoundYield 104.6%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of tert-butyl 2-(5-acetyl-2-(2-methoxy-4-morpholinophenyl amino)pyrimidin-4-ylamino)phenylcarbamate (100 mg) in DCM (5 ml), TFA (1 ml) was added at 0° C., and the mixture was stirred for 1 h at rt. TLC showed completion of starting material (TLC system: 5% methanol in DCM (Rf): 0.5). After removal of TFA under reduced pressure, the residue was triturated with diethyl ether to give the desired compound as a yellow solid 85 mg (Yield: 98%). MS: m/z 435.2 (ES+).

Workup

  1. customAfter removal of TFA under reduced pressure
  2. customthe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-41951de9044b49ae8f386489da93e18e
Source dataset
uspto-grants-2015_09
Patent number
US09145387B2

Reaction notes

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