Benzenamine, 3-ethynyl- → HCID 22460850, compound
Reaction equation
[Cl:1][C:2]1[C:3]2[CH:11]=[C:10]([CH3:12])[N:9]=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[C:13]([C:15]1[CH:16]=[C:17]([CH:19]=[CH:20][CH:21]=1)[NH2:18])#[CH:14]>>[ClH:1].[C:13]([C:15]1[CH:16]=[C:17]([NH:18][C:2]2[C:3]3[CH:11]=[C:10]([CH3:12])[N:9]=[CH:8][C:4]=3[N:5]=[CH:6][N:7]=2)[CH:19]=[CH:20][CH:21]=1)#[CH:14]Participants
3
Procedure
This material was prepared from 4-chloro-6-methyl-pyrido[3,4-d]pyrimidine (1.0 eq.) and 3-ethynylaniline (1.1 eq.) as described for Example 74. After extraction chromatography of the residue on silica in 20% to 80% acetone/hexanes afforded 166 mg of the title product as its free-base which was converted to the title product (M.P. 250-252° C.; LC-MS: 261 (MH+); anal.RP-HPLC: 3.69 min.).
Workup
- extractionAfter extraction chromatography of the residue on silica in 20% to 80% acetone/hexanes
Sources & evidence
- ORD record
- ord-380acff4da95453f99ae8f1018efcc20
- Source dataset
- uspto-grants-2002_05
- Patent number
- US06395733B1
Reaction notes
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