HCID 86705570, compound → HCID 86705569, compound

HRID 2279587Notes

Reaction equation

HRID 2279587 reaction equation
[C:1]1([CH:7]2[N:12]([C:13]([N:15]3[CH2:24][CH2:23][C:22]4[CH:21]=[N:20][C:19]([NH:25][CH:26]5[CH2:31][CH2:30][O:29][CH2:28][CH2:27]5)=[N:18][C:17]=4[CH2:16]3)=[O:14])[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(Cl)Cl.C(O)(C(F)(F)F)=O>[C:1]1([CH:7]2[CH2:8][NH:9][CH2:10][CH2:11][N:12]2[C:13]([N:15]2[CH2:24][CH2:23][C:22]3[CH:21]=[N:20][C:19]([NH:25][CH:26]4[CH2:31][CH2:30][O:29][CH2:28][CH2:27]4)=[N:18][C:17]=3[CH2:16]2)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 86705570HCID 86705570, compound

Product 1

HCID 86705569HCID 86705569, compound

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

tert-Butyl 3-phenyl-4-(2-(tetrahydro-2H-pyran-4-ylamino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-7-carbonyl)piperazine-1-carboxylate (0.0446 g, 0.0853 mmol) was dissolved in 3:1 DCM/TFA at 0° C. and then stirred for 45 minutes at room temperature. The solution was concentrated, 0.1 mL of 7N NH3/MeOH was added and the solution was concentrated. DCM was added and the solids were removed by filtration. The mother liquor was concentrated to provide (2-phenylpiperazin-1-yl)(2-(tetrahydro-2H-pyran-4-ylamino)-5,6-dihydropyrido[3,4-d]pyrimidin-7(8H)-yl)methanone:MS m/z (APCI-pos) M+1=423.4.

Workup

  1. concentrationThe solution was concentrated
  2. addition0.1 mL of 7N NH3/MeOH was added
  3. concentrationthe solution was concentrated
  4. additionDCM was added
  5. customthe solids were removed by filtration
  6. concentrationThe mother liquor was concentrated

Sources & evidence

ORD record
ord-4a13f5d966c54009a9e2e421d9505bf5
Source dataset
uspto-grants-2015_09
Patent number
US09133187B2

Reaction notes

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