Triethylamine → HCID 66799891, compound

HRID 528022Notes

Reaction equation

HRID 528022 reaction equation
[CH3:1][N:2]1[C:11]2[N:10]=[CH:9][N:8]=[C:7]([N:12]3[CH2:17][CH2:16][CH:15]([N:18]4[C:22]5[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=5[NH:20][C:19]4=[O:27])[CH2:14][CH2:13]3)[C:6]=2[N:5]=[C:4]([O:28][CH3:29])[C:3]1=[O:30].Cl[C:32]1[C:41]2N=C(OC)C(=O)N(C3CC3)C=2N=CN=1.N1CCC(N2C3C=CC=CC=3NC2=O)CC1.C(N(CC)CC)C>C(O)CCC>[CH:1]1([N:2]2[C:11]3[N:10]=[CH:9][N:8]=[C:7]([N:12]4[CH2:13][CH2:14][CH:15]([N:18]5[C:22]6[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=6[NH:20][C:19]5=[O:27])[CH2:16][CH2:17]4)[C:6]=3[N:5]=[C:4]([O:28][CH3:29])[C:3]2=[O:30])[CH2:41][CH2:32]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 886381,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 66799879HCID 66799879, compoundHCID 86711710HCID 86711710, compound

Product 1

HCID 66799891HCID 66799891, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

8-Cyclopropyl-6-methoxy-4-[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]pteridin-7(8H)-one was prepared in the same manner as 8-methyl-6-methoxy-4-[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]pteridin-7(8H)-one. The reaction of 4-chloro-8-cyclopropyl-6-methoxypteridin-7(8H)-one (0.59 g, 2.33 mmol), 1-piperidin-4-yl-1,3-dihydro-2H-benzimidazol-2-one (0.507 g, 2.33 mmol, triethylamine (0.708 g, 7.99 mmol, 0.98 mL). anhydrous n-butanol (8 mL) at 80° C. for 16 hours gave rise to 0.856 g of 8-cyclopropyl-6-methoxy-4-[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)piperidin-1-yl]pteridin-7(8H)-one as a light brown solid, which was used without any further purification.

Sources & evidence

ORD record
ord-1dfcfcbedffa4d1ab967926b26bb0124
Source dataset
uspto-grants-2016_05
Patent number
US09346807B2

Reaction notes

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