Tris(furan-2-yl)phosphane → 2,4-Diamino-6-methyl-5-[1-fluoro-3-methyl-3-(4-chlorophenyl)-1-butenyl]pyrimidine

HRID 54268

Reaction equation

HRID 54268 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5](I)=[C:4]([CH3:10])[N:3]=1.[F:11][C:12]([Sn](CCCC)(CCCC)CCCC)=[CH:13][C:14]([C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=1)([CH3:16])[CH3:15].O1C=CC=C1P(C1OC=CC=1)C1OC=CC=1>CN(C)C=O>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([C:12]([F:11])=[CH:13][C:14]([CH3:15])([C:17]2[CH:18]=[CH:19][C:20]([Cl:23])=[CH:21][CH:22]=2)[CH3:16])=[C:4]([CH3:10])[N:3]=1

Participants

5

Reactant 3

HCID 521585Tris(furan-2-yl)phosphaneHCID 158557925-Iodo-6-methylpyrimidine-2,4-diamineHCID 676323451-Fluoro-3-(4-chlorophenyl)-3-methyl-1-tributylstannyl-1-butene

Product 1

HCID 542323552,4-Diamino-6-methyl-5-[1-fluoro-3-methyl-3-(4-chlorophenyl)-1-butenyl]pyrimidine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

This compound is prepared in a manner analogous to that of Step E of Example 4, using 1.2 grams (0.0048 mole) of 2,4-diamino-5-iodo-6-methylpyrimidine, 2.3 grams (0.0048 mole) of 1-fluoro-3-(4-chlorophenyl)-3-methyl-1-tributylstannyl-1-butene, 0.04 gram of tri-2-furylphosphine, 0.04 gram of tris(dibenzylidineacetone)dipalladium(0) in about 30 mL of N,N-dimethylformamide, yielding 2,4-diamino-6-methyl-5-[1-fluoro-3-methyl-3-(4-chlorophenyl)-1-butenyl]pyrimidine.

Workup

  1. customThis compound is prepared in a manner analogous to that of Step E of Example 4

Sources & evidence

ORD record
ord-f7e0132fef5c4ba29f07494aaaf13849
Source dataset
uspto-grants-1997_04
Patent number
US05622954

Linked notes

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