Benzaldehyde → HCID 136027649, compound

HRID 1428881Notes

Reaction equation

HRID 1428881 reaction equation
C(=O)C1C=CC=CC=1.[C:9]([C:12]1[CH:13]=[C:14]([CH:36]=[CH:37][CH:38]=1)[CH2:15][NH:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[N:23]=[C:22]([N:27]1[CH:31]=[C:30]([C:32]([OH:34])=[O:33])[CH:29]=[N:28]1)[NH:21][C:20]2=[O:35])(=O)[NH2:10].NC1C=C2C(=CC=1)N=C(N1C=C(C(O)=O)C=N1)NC2=O>>[C:9]([C:12]1[CH:13]=[C:14]([CH:36]=[CH:37][CH:38]=1)[CH2:15][NH:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[N:23]=[C:22]([N:27]1[CH:31]=[C:30]([C:32]([OH:34])=[O:33])[CH:29]=[N:28]1)[NH:21][C:20]2=[O:35])#[N:10]

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 136027653HCID 136027653, compoundHCID 136027655HCID 136027655, compound

Product 1

HCID 136027649HCID 136027649, compound

Procedure

The titled compound was prepared in a manner analogous to Example 171, substituting 3-cyanobenzaldehyde for benzaldehyde in step A. Step C yielded a mixture of the titled compound, 1-[6-(3-carbamoyl-benzylamino)-4-oxo-3,4-dihydro-quinazolin-2-yl]-1H-pyrazole-4-carboxylic acid, and 1-[6-amino-4-oxo-3,4-dihydro-quinazolin-2-yl]-1H-pyrazole-4-carboxylic acid, which was separated by reverse-phase HPLC.

Workup

  1. customThe titled compound was prepared in a manner analogous to Example 171
  2. customStep C yielded
  3. customwas separated by reverse-phase HPLC

Sources & evidence

ORD record
ord-ae675b8ac4ba4e0181f568390ad47457
Source dataset
uspto-grants-2015_01
Patent number
US08937078B2

Reaction notes

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