4-Chloro-3-iodopyridin-2-amine → HCID 58168150, compound

HRID 1029189Notes

Reaction equation

HRID 1029189 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[C:3]=1I.C[O:11][C:12](=O)[C:13]1[CH:18]=[C:17]([O:19][CH2:20][CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[CH:16]=[CH:15][C:14]=1B1OC(C)(C)C(C)(C)O1>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[C:3]=1[C:14]1[CH:15]=[CH:16][C:17]([O:19][CH2:20][CH2:21][CH2:22][N:23]3[CH2:24][CH2:25][O:26][CH2:27][CH2:28]3)=[CH:18][C:13]=1[C:12](=[O:11])[NH:8]2

Participants

3

Reactant 2

HCID 229365964-Chloro-3-iodopyridin-2-amineHCID 68648655HCID 68648655, compound

Product 1

HCID 58168150HCID 58168150, compoundYield 23.3%

Procedure

The title compound was synthesized according to the procedure described for the preparation of Example 1 using 4-chloro-3-iodopyridin-2-amine (350 mg, 1.38 mmol) and 5-(3-morpholin-4-yl-propoxy)-2-(4,4,5,5-tetramethyl[1,3,2]-dioxaborolan-2-yl)-benzoic acid methyl ester (697 mg, 1.72 mmol) to provide 226 (120 mg, 23% yield) as a white solid. LC-MS (M+H=374, obsd.=374).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-4a5320d33b504df893dc48997198cca1
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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