Hydrochloric Acid → HCID 59507737, compound

HRID 1512141Notes

Reaction equation

HRID 1512141 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[N:11]=[C:10]([NH:20][C:21]3[CH:22]=[CH:23][C:24]([N:27]4[CH2:32][CH2:31][N:30](C(OC(C)(C)C)=O)[CH2:29][CH2:28]4)=[N:25][CH:26]=3)[CH:9]=2)=[CH:4][N:3]=1.ClC1N=C(N2CCOCC2)N=C(C2C=NC(N)=NC=2)C=1.NC1C=CC(N2CCN(C(OC(C)(C)C)=O)CC2)=NC=1.Cl>O1CCOCC1>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([N:14]3[CH2:15][CH2:16][O:17][CH2:18][CH2:19]3)[N:11]=[C:10]([NH:20][C:21]3[CH:26]=[N:25][C:24]([N:27]4[CH2:28][CH2:29][NH:30][CH2:31][CH2:32]4)=[CH:23][CH:22]=3)[CH:9]=2)=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 17999304tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylateHCID 59507478HCID 59507478, compoundHCID 59507888HCID 59507888, compound

Product 1

HCID 59507737HCID 59507737, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To tert-butyl 4-(5-(6-(2-aminopyrimidin-5-yl)-2-morpholinopyrimidin-4-ylamino)pyridin-2-yl)piperazine-1-carboxylate (prepared as described in Example 1 from 5-(6-chloro-2-morpholinopyrimidin-4-yl)pyrimidin-2-amine and commercially available tert-butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate, 30 mg, 0.06 mmol) were added 5 mL of 4N HCl in dioxane. After stirring for one hour, the solution was concentrated in vacuo. The residue was dissolved in a 3:1 acetonitrile and water and lyophilized to afford the desired product LC/MS (m/z): 435.2 (MH+), Rt 1.52 minutes.

Workup

  1. concentrationthe solution was concentrated in vacuo
  2. dissolutionThe residue was dissolved in a 3:1 acetonitrile and water

Sources & evidence

ORD record
ord-1089aae6606d416abda04ccff4bf665c
Source dataset
uspto-grants-2012_07
Patent number
US08217035B2

Reaction notes

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