Diisopropylethylamine → N-(4-(Difluoromethoxy)phenyl)-5,6,7,8-tetrahydro-7-(3-(methylsulfonyl)pyridin-2-yl)pyrido[3,4-d]pyrimidin-4-amine

HRID 971211Notes

Reaction equation

HRID 971211 reaction equation
[F:1][CH:2]([F:21])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[C:12]3[CH2:20][CH2:19][NH:18][CH2:17][C:13]=3[N:14]=[CH:15][N:16]=2)=[CH:6][CH:5]=1.Cl[C:23]1[C:28]([S:29]([CH3:32])(=[O:31])=[O:30])=[CH:27][CH:26]=[CH:25][N:24]=1.C(N(CC)C(C)C)(C)C>>[F:21][CH:2]([F:1])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[C:12]3[CH2:20][CH2:19][N:18]([C:23]4[C:28]([S:29]([CH3:32])(=[O:31])=[O:30])=[CH:27][CH:26]=[CH:25][N:24]=4)[CH2:17][C:13]=3[N:14]=[CH:15][N:16]=2)=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 125137462-Chloro-3-(methanesulfonyl)pyridineHCID 59021531N-(4-(Difluoromethoxy)phenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine

Product 1

HCID 12004158N-(4-(Difluoromethoxy)phenyl)-5,6,7,8-tetrahydro-7-(3-(methylsulfonyl)pyridin-2-yl)pyrido[3,4-d]pyrimidin-4-amineYield 63.3%

Procedure

The title compound was prepared according to the procedure given for Example 9 using N-(4-(difluoromethoxy)phenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine (0.088 g, 0.30 mmol), 2-chloro-3-(methylsulfonyl)pyridine (Ponticello et al, J. Org. Chem., 44(17), 1979) (0.115 mg, 0.60 mmol) and N,N-diisopropylethylamine (0.079 mL, 0.45 mmol) to obtain 0.085 g of title compound as a light yellow solid.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-44bacbd1c3424704b0c67e797fd83149
Source dataset
uspto-grants-2007_12
Patent number
US07312330B2

Reaction notes

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