5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one → 2-(4-{4-[5-(1-Oxo-2,3-dihydro-1H-isoindol-5-yl)-imidazo[1,2-a]pyrazin-8-ylamino]-phenyl}piperidin-1-yl)acetamide

HRID 1366232Notes

Reaction equation

HRID 1366232 reaction equation
N1C=C([C:6]2[N:11]3[CH:12]=[CH:13][N:14]=[C:10]3[C:9]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([CH:22]4[CH2:27][CH2:26][N:25]([CH2:28][C:29]([NH2:31])=[O:30])[CH2:24][CH2:23]4)=[CH:18][CH:17]=3)=[N:8][CH:7]=2)C=N1.CC1(C)C(C)(C)OB([C:40]2[CH:41]=[C:42]3[C:46](=[CH:47][CH:48]=2)[C:45](=[O:49])[NH:44][CH2:43]3)O1>>[O:49]=[C:45]1[C:46]2[C:42](=[CH:41][C:40]([C:6]3[N:11]4[CH:12]=[CH:13][N:14]=[C:10]4[C:9]([NH:15][C:16]4[CH:17]=[CH:18][C:19]([CH:22]5[CH2:27][CH2:26][N:25]([CH2:28][C:29]([NH2:31])=[O:30])[CH2:24][CH2:23]5)=[CH:20][CH:21]=4)=[N:8][CH:7]=3)=[CH:48][CH:47]=2)[CH2:43][NH:44]1

Participants

3

Reactant 2

HCID 219557955-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-oneHCID 590230192-(4-{4-[5-(1H-Pyrazol-4-yl)imidazo[1,2-a]pyrazin-8-ylamino]phenyl}piperidin-1-yl)acetamide

Product 1

HCID 590229802-(4-{4-[5-(1-Oxo-2,3-dihydro-1H-isoindol-5-yl)-imidazo[1,2-a]pyrazin-8-ylamino]-phenyl}piperidin-1-yl)acetamide

Procedure

This compound may be prepared using the methods as described for Compound 224, using 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydroisoindol-1-one in Step 4. LCMS: Rt=0.79 min (100%), m/z (ESI) 483 (M+H)+.

Workup

  1. customThis compound may be prepared

Sources & evidence

ORD record
ord-70fad4349ba74fbf86b2a81a0d81112e
Source dataset
uspto-grants-2011_02
Patent number
US07893058B2

Reaction notes

Loading…