Potassium Carbonate → HCID 59854582, compound

HRID 2375822Notes

Reaction equation

HRID 2375822 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([NH:10][C:11]3[C:12]4[CH:19]=[C:18](I)[NH:17][C:13]=4[N:14]=[CH:15][N:16]=3)=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[CH3:21][O:22][CH2:23][CH2:24][N:25]1[CH:30]=[CH:29][C:28](B(O)O)=[CH:27][C:26]1=[O:34].C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([NH:10][C:11]3[C:12]4[CH:19]=[C:18]([C:28]5[CH:29]=[CH:30][N:25]([CH2:24][CH2:23][O:22][CH3:21])[C:26](=[O:34])[CH:27]=5)[NH:17][C:13]=4[N:14]=[CH:15][N:16]=3)=[CH:7][CH:8]=2)[CH:3]=[N:2]1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 69275343HCID 69275343, compoundHCID 69275384HCID 69275384, compound

Product 1

HCID 59854582HCID 59854582, compound

Reagents, catalysts & solvents 2

HCID 178418476HCID 178418476, compoundCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of (1H-indazol-5-yl)-(6-iodo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-amine (0.076 g), 1-(2-methoxy-ethyl)-2-oxo-1,2-dihydro-pyridine-4-boronic acid (36 mg), PdCl2(PPh3)2 (7 mg) end potassium carbonate (76 mg) in dioxane/wawr (4:1) (5 mL) was heated to 100° C. for 48 h. Purification via chromatograpby afforded tJm title compound as a pale yellow solid. δH 3.30 (3H, s), 3.62 (2H, t), 4.18 (2H, t), 5.99 (1H, dd), 6.89 (1H, d), (7.27 (1H, s), 7.57 (2H, d), 7.69 (2H, m), 8.09 (1H, s), 8.16 (1H, s), 8.18 (1H, s) and 9.67 (1H, s). MH+ 402.13.

Workup

  1. customPurification via chromatograpby

Sources & evidence

ORD record
ord-9f387cc192cd46f28d44b6535465c6d6
Source dataset
uspto-grants-2008_12
Patent number
US07465726B2

Reaction notes

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