Isobutyraldehyde → HCID 57510989, compound

HRID 624268Notes

Reaction equation

HRID 624268 reaction equation
C(=O)C(C)C.[NH:6]1[CH2:11][CH2:10][CH:9]([O:12][C:13]2[CH:18]=[CH:17][C:16]([NH:19][C:20]([N:22]3[CH2:30][C:29]4[CH:28]=[CH:27][N:26]=[CH:25][C:24]=4[CH2:23]3)=[O:21])=[CH:15][CH:14]=2)[CH2:8][CH2:7]1.N1C[CH:35]=[C:34]([C:37]2C=CC(NC(N3CC4C(=CC=CC=4)C3)=O)=CC=2)[CH2:33][CH2:32]1>>[CH3:35][CH:34]([CH3:37])[CH2:33][CH2:32][N:6]1[CH2:11][CH2:10][CH:9]([O:12][C:13]2[CH:18]=[CH:17][C:16]([NH:19][C:20]([N:22]3[CH2:30][C:29]4[CH:28]=[CH:27][N:26]=[CH:25][C:24]=4[CH2:23]3)=[O:21])=[CH:15][CH:14]=2)[CH2:8][CH2:7]1

Participants

4

Reactant 3

HCID 6561IsobutyraldehydeHCID 57509942HCID 57509942, compoundHCID 68749001HCID 68749001, compound

Product 1

HCID 57510989HCID 57510989, compound

Procedure

The title compound was prepared as described in Example 429, substituting 3-methylbutanal for isobutyraldehyde and N-(4-(piperidin-4-yloxy)phenyl)-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxamide for N-(4-(1,2,3,6-tetrahydropyridin-4-yl)phenyl)isoindoline-2-carboxamide. 1H NMR (400 MHz, Pyridine-d5. Temp=90° C.) δ ppm 8.53-8.57 (m, 2H) 8.09 (s, 1H) 7.70-7.78 (m, 2H) 7.10 (d, J=5.19 Hz, 1H) 6.98-7.04 (m, 2H) 4.79-4.89 (m, 4H) 4.26 (d, J=3.66 Hz, 1H) 2.72-2.83 (m, 2H) 2.34-2.41 (m, 2H) 2.21-2.30 (m, 2H) 1.96-2.03 (m, 2H) 1.79-1.91 (m, 2H) 1.54-1.68 (m, 1H) 1.35-1.44 (m, 2H) 0.86-0.90 (m, 6H); MS (APCI(+)) m/e 408 (M+H)+.

Sources & evidence

ORD record
ord-7dd3c001b1fc4b6cb86690a7fc6ed8c6
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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