Benzenamine, 3-ethynyl- → HCID 18473281, compound

HRID 2227250Notes

Reaction equation

HRID 2227250 reaction equation
Cl[C:2]1[C:3]2[CH:10]=[CH:9][N:8]([CH2:11][CH2:12][O:13][CH3:14])[C:4]=2[N:5]=[CH:6][N:7]=1.[NH2:15][C:16]1[CH:17]=[C:18]([C:22]#[CH:23])[CH:19]=[CH:20][CH:21]=1>CO>[C:22]([C:18]1[CH:17]=[C:16]([NH:15][C:2]2[C:3]3[CH:10]=[CH:9][N:8]([CH2:11][CH2:12][O:13][CH3:14])[C:4]=3[N:5]=[CH:6][N:7]=2)[CH:21]=[CH:20][CH:19]=1)#[CH:23]

Participants

4

Reactant 2

HCID 104682Benzenamine, 3-ethynyl-HCID 154008504-Chloro-7-(2-methoxyethyl)-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 18473281HCID 18473281, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Following a procedure analogous to that described in Example 11, the title product was prepared in 81% yield from 4-chloro7-(2-methoxy-ethyl)-7H-pyrrolo[2,3-d]pyrimidine (1.0 eq) and m-aminophenyl acetylene (1.2 eq) in methanol: MP: 240-241° C.; LC-MS: 292 (MH+); anal. RP18-HPLC RT: 4.16 minutes.

Sources & evidence

ORD record
ord-d0cda56213274713a3bb721cf98aeaa7
Source dataset
uspto-grants-2002_07
Patent number
US06413971B1

Reaction notes

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