4-(Aminomethyl)benzonitrile → HCID 21904856, compound

HRID 1247286Notes

Reaction equation

HRID 1247286 reaction equation
[O:1]=[C:2]1[NH:7][C:6]2[CH:8]=[C:9]([CH:12]=[O:13])[CH:10]=[CH:11][C:5]=2[O:4][CH2:3]1.[NH2:14][CH2:15][C:16]1[CH:23]=[CH:22][C:19]([C:20]#[N:21])=[CH:18][CH:17]=1.[CH3:24]O.[O:26]1CCOC[CH2:27]1>>[C:20]([C:19]1[CH:22]=[CH:23][C:16]([CH2:15][NH:14][C:27](=[O:26])[CH:12]([O:13][CH3:24])[C:9]2[CH:10]=[CH:11][C:5]3[O:4][CH2:3][C:2](=[O:1])[NH:7][C:6]=3[CH:8]=2)=[CH:17][CH:18]=1)#[N:21]

Participants

4

Reactant 3

HCID 826084-(Aminomethyl)benzonitrileHCID 107736383-oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carbaldehydeHCID 21966525Dioxane Methanol

Product 1

HCID 21904856HCID 21904856, compound

Procedure

3-Oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbaldehyde (CAS 200195-15-9) was reacted according to general procedure A using methanol/dioxane as a solvent. The product of this reaction was subsequently coupled with 4-aminomethyl benzonitrile according to general procedure C to give (RS)-N-(4-cyano-benzyl)-2-methoxy-2-(3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-acetamide. Light yellow solid.

Sources & evidence

ORD record
ord-4f670ef084b6421c93d8249c47332ee1
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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