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

HRID 19634

Reaction equation

HRID 19634 reaction equation
[F:1][C:2]([F:24])([F:23])[S:3]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[C:14]3[CH2:22][NH:21][CH2:20][CH2:19][C:15]=3[N:16]=[CH:17][N:18]=2)=[CH:8][CH:7]=1)(=[O:5])=[O:4].Cl[C:26]1[C:31]([Cl:32])=[CH:30][CH:29]=[CH:28][N:27]=1.C(N(CC)C(C)C)(C)C>>[Cl:32][C:31]1[C:26]([N:21]2[CH2:20][CH2:19][C:15]3[N:16]=[CH:17][N:18]=[C:13]([NH:12][C:9]4[CH:10]=[CH:11][C:6]([S:3]([C:2]([F:1])([F:23])[F:24])(=[O:4])=[O:5])=[CH:7][CH:8]=4)[C:14]=3[CH2:22]2)=[N:27][CH:28]=[CH:29][CH:30]=1

Participants

4

Reactant 3

HCID 169882,3-DichloropyridineHCID 81531DiisopropylethylamineHCID 593464545,6,7,8-tetrahydro-N-(4-(trifluoromethylsulfonyl)phenyl)pyrido[4,3-d]pyrimidin-4-amine

Product 1

HCID 593465036-(3-Chloropyridin-2-yl)-5,6,7,8-tetrahydro-N-(4-(trifluoromethylsulfonyl) phenyl)pyrido[4,3-d]pyrimidin-4-amineYield 19%

Procedure

The title compound was prepared according to the procedure given for Compound 4C using 5,6,7,8-tetrahydro-N-(4-(trifluoromethylsulfonyl)phenyl)pyrido[4,3-d]pyrimidin-4-amine (160 mg, 0.45 mmol), 2,3-dichloropyridine (135 mg, 0.9 mmol) and N,N-diisopropylethylamine (0.16 mL, 0.9 mmol) to give the desired compound as an off-white powder (40 mg, 19%).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-e728941def50405aa20739c140acfbb9
Source dataset
uspto-grants-2010_06
Patent number
US07745451B2

Linked notes

Loading…