3,4-diamino-N-quinolin-2-yl-benzamide → HCID 66966108, compound

HRID 1515042Notes

Reaction equation

HRID 1515042 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[NH2:21])[C:5]([NH:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1)=[O:6].C[O:23][C:24](=[O:39])[C:25]([CH3:38])([CH3:37])[CH2:26][C:27]1[CH:32]=[C:31]([CH3:33])[C:30]([CH:34]=O)=[C:29]([CH3:36])[CH:28]=1>>[CH3:36][C:29]1[CH:28]=[C:27]([CH2:26][C:25]([CH3:38])([CH3:37])[C:24]([OH:39])=[O:23])[CH:32]=[C:31]([CH3:33])[C:30]=1[C:34]1[NH:1][C:2]2[CH:3]=[C:4]([C:5](=[O:6])[NH:7][C:8]3[CH:17]=[CH:16][C:15]4[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=4)[N:9]=3)[CH:18]=[CH:19][C:20]=2[N:21]=1

Participants

3

Reactant 2

HCID 669657403,4-diamino-N-quinolin-2-yl-benzamideHCID 86632822Methyl 3-(4-formyl-3,5-dimethylphenyl)-2,2-dimethylpropanoate

Product 1

HCID 66966108HCID 66966108, compound

Procedure

The title compound was prepared from 3,4-diamino-N-quinolin-2-yl-benzamide (from Example 6-17) and 3-(4-formyl-3,5-dimethylphenyl)-2,2-dimethylpropionic acid methyl ester analogous to Example 6-26. 1H NMR (Methanol-d4, 400 MHz): δ 8.45 (d, 1H), 8.38 (d, 2H), 8.04 (dd, 1H), 7.93 (m, 2H), 7.77 (m, 2H), 7.55 (m, 1H), 7.06 (s, 2H), 2.89 (s, 2H), 2.16 (s, 6H), 1.2 (s, 6H). MS (m/z) 493.2 (M+1); Retention time: 1.25 min (Method 10).

Sources & evidence

ORD record
ord-161dcc15d18e4e8b9fee636d30ba198d
Source dataset
uspto-grants-2012_07
Patent number
US08222248B2

Reaction notes

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