Ammonia → HCID 22032626, compound

HRID 887245Notes

Reaction equation

[N:1]1([C:7]2[CH:12]=[CH:11][C:10](/[C:13](/[CH3:18])=[CH:14]/[C:15]([OH:17])=O)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH3:19].[CH3:20][N:21]([CH:23]=O)C>>[CH:20]1[C:11]2[C:10](=[C:9]([NH:19][C:15](=[O:17])/[CH:14]=[C:13](/[C:10]3[CH:9]=[CH:8][C:7]([N:1]4[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]4)=[CH:12][CH:11]=3)\[CH3:18])[CH:8]=[CH:7][CH:12]=2)[CH:13]=[CH:23][N:21]=1

Participants

Reactant 3

HCID 222Ammonia

HCID 6228Dimethylformamide

HCID 68880694HCID 68880694, compound

Product 1

HCID 22032626HCID 22032626, compound

Procedure

The title compound was prepared using the procedure described in 142D using the product from Example 147A instead of the product from Example 142C. 1H NMR (300 MHz, d6-DMSO) 10.50 (s, 1H), 9.82 (s, 1H), 8.71 (d, 1H), 8.58 (d, 1H), 8.47 (d, 1H), 8.26 (d, 1H), 7.95 (m, 2H), 7.62 (m, 2H), 6.80 (s, 1H), 3.20 (m, 4H), 2.58 (s, 3H), 1.90-1.56 (m, 6H); MS (DCI/NH3) m/e 372 (M+H)+; Anal. Calcd. For C24H25N3O.2.0HCl.2.0H2O.0.3 DMF: C, 59.24; H, 6.69; N, 9.27. Found: C, 59.44; H, 6.83; N, 9.24.

Sources & evidence

ORD record: ord-97d2291a2bef48a0b96afe9019e9524a
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08247413B2

Reaction notes

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