1-(2-Fluoroethyl)piperidin-4-amine → 1-(4-methoxybenzyl)-4-(4-amino-2-fluorophenoxy)-N-(1-(2-fluoroethyl)piperidin-4-yl)-1H-pyrazolo[3,4-b]pyridin-3-amine

HRID 2241410Notes

Reaction equation

HRID 2241410 reaction equation
[CH3:1][O:2][C:3]1[CH:28]=[CH:27][C:6]([CH2:7][N:8]2[C:12]3=[N:13][CH:14]=[CH:15][C:16]([O:17][C:18]4[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][C:19]=4[F:25])=[C:11]3[C:10](I)=[N:9]2)=[CH:5][CH:4]=1.[F:29][CH2:30][CH2:31][N:32]1[CH2:37][CH2:36][CH:35]([NH2:38])[CH2:34][CH2:33]1>>[CH3:1][O:2][C:3]1[CH:28]=[CH:27][C:6]([CH2:7][N:8]2[C:12]3=[N:13][CH:14]=[CH:15][C:16]([O:17][C:18]4[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][C:19]=4[F:25])=[C:11]3[C:10]([NH:38][CH:35]3[CH2:36][CH2:37][N:32]([CH2:31][CH2:30][F:29])[CH2:33][CH2:34]3)=[N:9]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 167480921-(2-Fluoroethyl)piperidin-4-amineHCID 672210033-Fluoro-4-((3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)oxy)aniline

Product 1

HCID 866156041-(4-methoxybenzyl)-4-(4-amino-2-fluorophenoxy)-N-(1-(2-fluoroethyl)piperidin-4-yl)-1H-pyrazolo[3,4-b]pyridin-3-amine

Procedure

Prepared from 4-(1-(4-methoxybenzyl)-3-iodo-1H-pyrazolo[3,4-b]pyridin-4-yloxy)-3-fluorobenzenamine (245 mg, 0.500 mmol, prepared according to Example 7, Step B) and 1-(2-fluoroethyl)piperidin-4-amine (219 mg, 1.50 mmol) according to the procedure described for Example 138, Step C. Yield: 128 mg (50%). LRMS (APCI+): 100% purity, 220 nm, m/z 509 (M+1) detected.

Sources & evidence

ORD record
ord-3bb39f1a62134175be23a1347c557864
Source dataset
uspto-grants-2010_05
Patent number
US07723330B2

Reaction notes

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