Glutaric anhydride → HCID 69055855, compound

HRID 2105130Notes

Reaction equation

HRID 2105130 reaction equation
[NH:1]([C:8]1[N:13]=[C:12]([CH2:14][NH2:15])[CH:11]=[CH:10][N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16]1(=[O:23])[O:22][C:20](=[O:21])[CH2:19][CH2:18][CH2:17]1>>[NH:1]([C:8]1[N:13]=[C:12]([CH2:14][NH:15][C:16](=[O:23])[CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])[CH:11]=[CH:10][N:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 7940Glutaric anhydrideHCID 69621240HCID 69621240, compound

Product 1

HCID 69055855HCID 69055855, compoundYield 51.7%

Procedure

By an analogous process to Method 13, 2-anilino-4-aminomethylpyrimidine (Method 12)(4.8 g, 24 mmol) was treated with glutaric anhydride (2.74 g, 24 mmol) to give the title compound (3.88 g, 51.7%) as a pale brown solid. NMR: 1.75 (m, 2H), 2.25 (t, 4H), 4.23 (d, 2H), 6.68 (d, 1H), 6.93 (t, 1H), 7.27 (t, 2H), 7.76 (d, 2H), 8.4 (d, 2H), 9.53 (s, 1H): m/z 315.

Sources & evidence

ORD record
ord-fcab6e83e8c94aa7b29c32e0da977f59
Source dataset
uspto-grants-2009_08
Patent number
US07579344B2

Reaction notes

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