3-Fluoro-4-((2-iodothieno[3,2-b]pyridin-7-yl)oxy)aniline → HCID 67347409, compound

HRID 1676263Notes

Reaction equation

HRID 1676263 reaction equation
[CH2:1]([N:4]1[CH2:9][CH2:8][C:7]([C:11]([F:14])([F:13])[F:12])([OH:10])[CH2:6][CH2:5]1)[C:2]#[CH:3].[F:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][C:22]=1[O:23][C:24]1[CH:29]=[CH:28][N:27]=[C:26]2[CH:30]=[C:31](I)[S:32][C:25]=12)[NH2:19]>>[NH2:19][C:18]1[CH:20]=[CH:21][C:22]([O:23][C:24]2[CH:29]=[CH:28][N:27]=[C:26]3[CH:30]=[C:31]([C:3]#[C:2][CH2:1][N:4]4[CH2:9][CH2:8][C:7]([C:11]([F:14])([F:12])[F:13])([OH:10])[CH2:6][CH2:5]4)[S:32][C:25]=23)=[C:16]([F:15])[CH:17]=1

Participants

3

Reactant 2

HCID 584749503-Fluoro-4-((2-iodothieno[3,2-b]pyridin-7-yl)oxy)anilineHCID 86614645HCID 86614645, compound

Product 1

HCID 67347409HCID 67347409, compoundYield 39.7%

Conditions

Temperature
50 °C

Procedure

Prepared from 1-(prop-2-ynyl)-4-(trifluoromethyl)piperidin-4-ol (40 mg, 0.19 mmol) and 3-fluoro-4-(2-iodothieno[3,2-b]pyridin-7-yloxy)benzenamine (Example 6, Step A; 50 mg, 0.13 mmol) according to the procedure described for Example 6, Step B, except the reaction was heated at 50° C. for 7 hours. The crude was partially purified by preparative TLC [5% MeOH (containing 7N NH3) in CH2Cl2]. The product was obtained as a waxy solid (24 mg) and carried forward without further purification,

Workup

  1. customThe crude was partially purified by preparative TLC [5% MeOH (containing 7N NH3) in CH2Cl2]

Sources & evidence

ORD record
ord-6563a16c503d47fab6eb726ccd1d4963
Source dataset
uspto-grants-2011_08
Patent number
US08003662B2

Reaction notes

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