Hydrochloric Acid → HCID 58972437, compound

HRID 2264505Notes

Reaction equation

HRID 2264505 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[N:20]=[C:19]([NH:21][CH2:22][CH2:23]O)[N:18]=[C:17]([O:25][CH3:26])[N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(OC(N1CCC(NC2N=C(Cl)N=C(OC)N=2)CC1)=O)(C)(C)C.N1CC[S:53][CH2:52][CH2:51]1.C(N(C(C)C)C(C)C)C.Cl.COC1N=C(NC2CCNCC2)N=C(NCCO)N=1>C(#N)C.O1CCOCC1.CO>[CH3:26][O:25][C:17]1[N:18]=[C:19]([N:21]2[CH2:22][CH2:23][S:53][CH2:52][CH2:51]2)[N:20]=[C:15]([NH:14][CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[N:16]=1

Participants

10

Reactant 6

HCID 313Hydrochloric AcidHCID 67164ThiomorpholineHCID 81531DiisopropylethylamineHCID 58972439HCID 58972439, compoundHCID 68781601HCID 68781601, compoundHCID 86615299HCID 86615299, compound

Product 1

HCID 58972437HCID 58972437, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6342AcetonitrileSolventHCID 312751,4-DioxaneSolvent

Procedure

The compound was prepared in analogy to the synthesis of 4-[4-(2-hydroxy-ethylamino)-6-methoxy-[1,3,5]triazin-2-ylamino]-piperidine-1-carboxylic acid tert-butyl ester (intermediate C26/step 2) from 4-(4-chloro-6-methoxy-[1,3,5]triazin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (intermediate C26/step 1) and thiomorpholine and N-ethyl diisopropylamine in acetonitrile at 50° C., followed by BOC cleavage with 4 M HCl in dioxane and methanol at rt in analogy to the procedure described for 2-[4-methoxy-6-(piperidin-4-ylamino)-[1,3,5]triazin-2-ylamino]-ethanol (intermediate C26/step 3). MS (ISP): 311.0 [M+H]+.

Sources & evidence

ORD record
ord-eaf3e725d86c449bb1b62e35f856f2b7
Source dataset
uspto-grants-2010_12
Patent number
US07855194B2

Reaction notes

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