3-{[(2-Methoxy-ethyl)-methyl-amino]-methyl}-benzonitrile → HCID 178495913, compound

HRID 219904Notes

Reaction equation

HRID 219904 reaction equation
[NH2:1][C:2](=[N:15][OH:16])[C:3]1[CH:12]=[CH:11][C:6](C(OC)=O)=[CH:5][C:4]=1OC.[CH3:17][O:18][CH2:19][CH2:20][N:21]([CH2:23]C1C=C(C=CC=1)C#N)[CH3:22]>>[OH:16][NH:15][C:2](=[NH:1])[C:3]1[CH:4]=[CH:5][CH:6]=[C:11]([CH2:22][N:21]([CH2:20][CH2:19][O:18][CH3:17])[CH3:23])[CH:12]=1

Participants

3

Reactant 2

HCID 607511933-{[(2-Methoxy-ethyl)-methyl-amino]-methyl}-benzonitrileHCID 72307497Methyl 4-[amino(hydroxyimino)methyl]-3-methoxybenzoate

Product 1

HCID 178495913HCID 178495913, compoundYield 93%

Procedure

The title compound was obtained following procedure and work up described for Intermediate 47 step 2 but starting from 3-{[(2-Methoxy-ethyl)-methyl-amino]-methyl}-benzonitrile obtained in step 1 (6.4 g, 31.3 mmol) to give the title compound as yellow viscous liquid (6.9 g, 93%). 1H NMR (DMSO-d6, 400 MHz) δ 9.57 (s, 1H), 7.59 (s, 1H), 7.50-7.53 (m, 1H), 7.28-7.29 (m, 2H), 5.75 (s, 2H), 3.48 (s, 2H), 3.41-3.44 (m, 2H), 3.21 (s, 3H), 2.48-2.52 (m, 2H), 2.13 (s, 3H). LC/MS (Method A): 238.1 (M+H)+.

Sources & evidence

ORD record
ord-8c44ccfe00cf4306a9e5a1cf708e75cd
Source dataset
uspto-grants-2012_06
Patent number
US08202865B2

Reaction notes

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