NoName_600 → HCID 57979811, compound

HRID 1867699Notes

Reaction equation

[Cl:1][C:2]1[C:3]([F:23])=[C:4]([CH:20]=[CH:21][CH:22]=1)[NH:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([O:18][CH3:19])=[C:13]([CH:16]=O)[CH:14]=2)[N:9]=[CH:8][N:7]=1.[CH2:24]([NH:28][CH2:29][C:30]([OH:32])=[O:31])[CH2:25][CH2:26][CH3:27]>>[CH2:24]([N:28]([CH2:16][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][C:12]=1[O:18][CH3:19])[N:9]=[CH:8][N:7]=[C:6]2[NH:5][C:4]1[CH:20]=[CH:21][CH:22]=[C:2]([Cl:1])[C:3]=1[F:23])[CH2:29][C:30]([OH:32])=[O:31])[CH2:25][CH2:26][CH3:27]

Participants

Reactant 2

HCID 413376NoName_600

HCID 115734924-[(3-Chloro-2-fluorophenyl)amino]-7-methoxyquinazoline-6-carbaldehyde

Product 1

HCID 57979811HCID 57979811, compound

Procedure

4-(3-Chloro-2-fluoroanilino)-7-methoxyquinazoline-6-carbaldehyde was coupled with N-butylglycine using an analogous method to that described for the equivalent step in Example 1 to give N-butyl-N-({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}methyl)glycine; 1H NMR Spectrum: (DMSO-d6) 0.83 (t, 3H); 1.27 (m, 2H); 1.46 (m, 2H); 2.70 (t, 2H); 3.33 (s, 2H); 3.95 (s, 5H); 7.20 (s, 1H); 7.28 (t, 1H); 7.47 (m, 1H); 7.55 (m, 1H); 8.36 (s, 1H); 8.43 (s, 1H); 9.82 (s, 1H); Mass Spectrum: (M+H)+ 447.

Sources & evidence

ORD record: ord-202a3126892d4b8883834815b7baeb1f
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07632840B2

Reaction notes

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