Isobutyraldehyde → HCID 57509969, compound

HRID 624143Notes

Reaction equation

HRID 624143 reaction equation
C(=O)C(C)C.[CH2:6]1[C:14]2[C:9](=[CH:10][C:11]([NH:15][C:16]([N:18]3[CH2:26][C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH2:19]3)=[O:17])=[CH:12][CH:13]=2)[CH2:8][NH:7]1.N1C[CH:31]=[C:30]([C:33]2C=CC(NC(N3CC4C(=CC=CC=4)C3)=O)=CC=2)[CH2:29][CH2:28]1>>[CH3:31][CH:30]([CH3:33])[CH2:29][CH2:28][N:7]1[CH2:8][C:9]2[C:14](=[CH:13][CH:12]=[C:11]([NH:15][C:16]([N:18]3[CH2:26][C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH2:19]3)=[O:17])[CH:10]=2)[CH2:6]1

Participants

4

Reactant 3

HCID 6561IsobutyraldehydeHCID 57509942HCID 57509942, compoundHCID 68754543HCID 68754543, compound

Product 1

HCID 57509969HCID 57509969, compound

Procedure

The title compound was prepared as described in Example 429, substituting 3-methylbutanal for isobutyraldehyde and N-(isoindolin-5-yl)isoindoline-2-carboxamide for N-(4-(1,2,3,6-tetrahydropyridin-4-yl)phenyl)isoindoline-2-carboxamide. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.28 (s, 1H), 7.47 (s, 1H), 7.29-7.37 (m, 5H), 7.09 (d, J=8.1 Hz, 1H), 4.75 (s, 4H), 3.77-3.79 (m, 2H), 3.74-3.76 (m, 2H), 2.64 (t, J=7.5 Hz, 2H), 1.60-1.71 (m, 1H), 1.37-1.43 (m, 2H), 0.91 (d, J=6.6 Hz, 6H); MS (ESI(+)) m/e 350 (M+H)+.

Sources & evidence

ORD record
ord-cdd2dc2e306449c0a84d35dfa8b401f2
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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