Isobutyraldehyde → HCID 57510986, compound

HRID 624267Notes

Reaction equation

HRID 624267 reaction equation
[CH:1](=[O:5])[CH:2]([CH3:4])[CH3:3].[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.N1CC=C(C2C=CC(NC(N3CC4C(=CC=CC=4)C3)=O)=CC=2)C[CH2:32]1>>[O:5]1[CH2:32][CH2:3][CH:2]([CH2:4][N:6]2[CH2:11][CH2:10][CH:9]([O:12][C:13]3[CH:18]=[CH:17][C:16]([NH:19][C:20]([N:22]4[CH2:30][C:29]5[CH:28]=[CH:27][N:26]=[CH:25][C:24]=5[CH2:23]4)=[O:21])=[CH:15][CH:14]=3)[CH2:8][CH2:7]2)[CH2:1]1

Participants

4

Reactant 3

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

Product 1

HCID 57510986HCID 57510986, compound

Procedure

The title compound was prepared as described in Example 429, substituting tetrahydrofuran-3-carbaldehyde 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 8.53-8.58 (m, 1H) 8.08 (s, 1H) 7.70-7.77 (m, 2H) 7.10 (d, J=5.19 Hz, 1H) 7.01 (d, J=8.85 Hz, 2H) 4.84 (d, J=7.63 Hz, 4H) 4.19-4.27 (m, 1H) 3.75-3.90 (m, 2H) 3.67-3.72 (m, 1H) 3.56 (dd, J=8.55, 5.80 Hz, 1H) 2.65-2.82 (m, 2H) 2.31-2.45 (m, 1H) 2.15-2.31 (m, 4H) 1.71-2.00 (m, 5H) 1.48-1.59 (m, 1H); MS (APCI(+)) m/e 423 (M+H)+.

Sources & evidence

ORD record
ord-08e8a5227e7b429d842cd243c9488ba7
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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