2,4-Dichloro-6-iodoquinazoline → HCID 178478383, compound

HRID 855653Notes

Reaction equation

HRID 855653 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([I:13])[CH:8]=2)[N:3]=1.[CH:14]1([C:17]2[CH:18]=[C:19]([NH2:22])[NH:20][N:21]=2)[CH2:16][CH2:15]1>C(O)C>[Cl:1][C:2]1[N:11]=[C:10]([NH:22][C:19]2[NH:20][N:21]=[C:17]([CH:14]3[CH2:16][CH2:15]3)[CH:18]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([I:13])[CH:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 114615062,4-Dichloro-6-iodoquinazolineHCID 178507266HCID 178507266, compound

Product 1

HCID 178478383HCID 178478383, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a suspension of 2,4-Dichloro-6-iodo-quinazoline (3.14 g, 9.66 mmol) in ethanol (200 mL) was added 5-Cyclopropyl-2H-pyrazol-3-ylamine (2,14 g, 19.3 mmol) in ethanol (50 mL) and the partial solution was stirred for 4 h. Filtration afforded (2-Chloro-6-iodo-quinazolin-4-yl)-(5-cyclopropyl-2H-pyrazol-3-yl)-amine (3.21 g, 81% yield). HNMR (500 MHz, dmso) δ 12.39 (1H, bs), 10.97 (1H, s), 9.15 (1H, s), 8.13 (1H, d), 7.45 (1H, d0, 1.99–1.90 91H, m), 0.99–0.90 (2H, m), 0.80–0.70 (2H, m).

Workup

  1. filtrationFiltration

Sources & evidence

ORD record
ord-991623ecfc9d4af5a5423f2dc7da6811
Source dataset
uspto-grants-2007_08
Patent number
US07262200B2

Reaction notes

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