Tert-butyl 4-(4-amino-2-methylphenoxy)benzoate → 4-[4-(6-Fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-benzoic acid tert-butyl ester
Reaction equation
[F:1][C:2]1[N:12]=[CH:11][C:5]2[N:6]=[CH:7][NH:8][C:9](=O)[C:4]=2[CH:3]=1.[C:13]([O:17][C:18](=[O:34])[C:19]1[CH:24]=[CH:23][C:22]([O:25][C:26]2[CH:31]=[CH:30][C:29]([NH2:32])=[CH:28][C:27]=2[CH3:33])=[CH:21][CH:20]=1)([CH3:16])([CH3:15])[CH3:14].C(OC(=O)C1C=CC=C(OC2C=CC(NC3C4C=C(F)N=CC=4N=CN=3)=CC=2C)C=1)(C)(C)C>>[C:13]([O:17][C:18](=[O:34])[C:19]1[CH:20]=[CH:21][C:22]([O:25][C:26]2[CH:31]=[CH:30][C:29]([NH:32][C:9]3[C:4]4[CH:3]=[C:2]([F:1])[N:12]=[CH:11][C:5]=4[N:6]=[CH:7][N:8]=3)=[CH:28][C:27]=2[CH3:33])=[CH:23][CH:24]=1)([CH3:16])([CH3:15])[CH3:14]Participants
4
Procedure
The title compound was prepared from 6-Fluoro-3H-pyrido[3,4-d]pyrimidin-4-one and 4-(4-Amino-2-methyl-phenoxy)-benzoic acid tert-butyl ester by a procedure analogous to the synthesis of 3-[4-(6-Fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-benzoic acid tert-butyl ester above. LRMS: 447.3/391.2 (MH+); 1H NMR (DMSO-d6, 400 MHz): δ 10.03 (s, 1H), δ 8.90 (s, 1H), δ 8.65 (s, 1H), δ 8.24 (s, 1H), δ 7.75-7.87 (m, 4H), δ 7.07 (d, J=8.73, 1H), δ 6.90-6.93 (m, 2H), δ 2.12 (s, 3H), δ 1.49 (s, 9H).
Sources & evidence
- ORD record
- ord-0a644979cde04a608109ebe0b977098e
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07585869B2
Reaction notes
Loading…