3-Furancarboxaldehyde, tetrahydro- → HCID 57510514, compound

HRID 624241Notes

Reaction equation

HRID 624241 reaction equation
[NH:1]1[CH2:6][CH:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]([N:16]3[CH2:24][C:23]4[CH:22]=[CH:21][N:20]=[CH:19][C:18]=4[CH2:17]3)=[O:15])=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.[O:25]1[CH2:29][CH2:28][CH:27]([CH:30]=O)[CH2:26]1>>[O:25]1[CH2:29][CH2:28][CH:27]([CH2:30][N:1]2[CH2:2][CH2:3][CH:4]([C:7]3[CH:12]=[CH:11][C:10]([NH:13][C:14]([N:16]4[CH2:24][C:23]5[CH:22]=[CH:21][N:20]=[CH:19][C:18]=5[CH2:17]4)=[O:15])=[CH:9][CH:8]=3)[CH2:5][CH2:6]2)[CH2:26]1

Participants

3

Reactant 2

HCID 1575683-Furancarboxaldehyde, tetrahydro-HCID 68753566HCID 68753566, compound

Product 1

HCID 57510514HCID 57510514, compound

Procedure

The title compound was prepared as described in Example 926, substituting N-(4-(piperidin-4-yl)phenyl)-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxamide for N-(4-(1,2,3,6-tetrahydropyridin-4-yl)phenyl)-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxamide and tetrahydrofuran-3-carbaldehyde for isobutraldehyde. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.60 (s, 1H), 8.50 (d, J=5.0 Hz, 1H), 8.33 (s, 1H), 7.44 (m, 3H), 7.13 (m, 2H), 4.78 (m, 4H), 3.71 (m, 2H), 3.61 (q, J=7.6 Hz, 1H), 3.36 (m, 2H), 2.96 (m, 2H), 2.40 (m, 1H), 2.27 (m, 2H), 96 (m, 3H), 1.72 (m, 2H), 1.66-1.46 (m, 3H); MS (ESI(+)) m/e 407 (M+H).

Sources & evidence

ORD record
ord-4da220b340a84a79b7fb64851d944351
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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