Potassium Phosphate, Tribasic → HCID 24826508, compound

HRID 910977Notes

Reaction equation

HRID 910977 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[C:3]=1[O:4][C:5]1[C:6]([C:11]2(C)CS[C:13](N)=[N:12]2)=NC=C[CH:10]=1.[CH3:23][C:24]1[N:25]=[C:26]([NH2:29])[S:27][CH:28]=1.ClC1C=C(OC2C(F)=CC=CC=2F)C=CN=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].C1(P(C2C=CC=CC=2)C2C3OC4C(=CC=CC=4P(C4C=CC=CC=4)C4C=CC=CC=4)C(C)(C)C=3C=CC=2)C=CC=CC=1>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[Cl:22][C:18]1[CH:19]=[CH:20][CH:21]=[C:2]([Cl:1])[C:3]=1[O:4][C:5]1[CH:10]=[CH:13][N:12]=[C:11]([NH:29][C:26]2[S:27][CH:28]=[C:24]([CH3:23])[N:25]=2)[CH:6]=1

Participants

7

Reactant 5

HCID 62657Potassium Phosphate, TribasicHCID 741432-Amino-4-methylthiazoleHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 86634728HCID 86634728, compoundHCID 86634730HCID 86634730, compound

Product 1

HCID 24826508HCID 24826508, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 9811564Bis(dibenzylideneacetone)palladiumCatalyst

Procedure

Preparation of N-(4-(2,6-dichlorophenoxypyridin-2-yl)-4-methylthiazol-2-amine: Using the method of Example 3, Step B, 4-methylthiazol-2-amine (0.291 g, 2.55 mmol), 2-chloro-4-(2,6-difluorophenoxy)pyridine (0.700 g, 2.55 mmol), potassium phosphate (0.595 g, 2.80 mmol), Pd2(dba)3 (0.117 g, 0.127 mmol), and 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.074 g, 0.127 mmol) were reacted to provide N-(4-(2,6-dichlorophenoxy)pyridin-2-yl)-4-methylthiazol-2-amine (0.450 g, 50% yield). 1H NMR (d-DMSO) δ 10.99 (s, 1H), 8.20 (d, 1H), 7.71 (d, 2H), 7.45 (t, 1H), 6.50-6.54 (m, 2H), 6.47 (s, 1H), 2.20 (s, 3H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-a885f4dd8c6a490db73929480d8f5b8c
Source dataset
uspto-grants-2011_09
Patent number
US08022222B2

Reaction notes

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