2,3-Dichloropyridine → 7-(3-Chloropyridin-2-yl)-N-(4-(difluoromethoxy)phenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine

HRID 2219934Notes

Reaction equation

HRID 2219934 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]([Cl:29])=[CH:27][CH:26]=[CH:25][N:24]=1.C(N(CC)C(C)C)(C)C>>[Cl:29][C:28]1[C:23]([N:18]2[CH2:19][CH2:20][C:12]3[C:11]([NH:10][C:7]4[CH:8]=[CH:9][C:4]([O:3][CH:2]([F:1])[F:21])=[CH:5][CH:6]=4)=[N:16][CH:15]=[N:14][C:13]=3[CH2:17]2)=[N:24][CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 3

HCID 169882,3-DichloropyridineHCID 81531DiisopropylethylamineHCID 59021531N-(4-(Difluoromethoxy)phenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine

Product 1

HCID 120043417-(3-Chloropyridin-2-yl)-N-(4-(difluoromethoxy)phenyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-amine

Conditions

Temperature
170 °C

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 (0.091 g, 0.31 mmol), 2,3-dichloropyridine (0.092 g, 0.62 mmol) and N,N-diisopropylethylamine (0.081 mL, 0.47 mmol) and heating the reaction mixture for 10 h at 170° C. to obtain 0.038 g of a light yellow solid.

Sources & evidence

ORD record
ord-538f8174024a46488cbf00dff005a50b
Source dataset
uspto-grants-2008_08
Patent number
US07414131B2

Reaction notes

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