Benzenamine, 3-ethynyl- → HCID 53970138, compound

HRID 2227256Notes

Reaction equation

HRID 2227256 reaction equation
C1(S([N:10]2[C:14]3[N:15]=[CH:16][N:17]=[C:18](Cl)[C:13]=3[C:12](I)=[CH:11]2)(=O)=O)C=CC=CC=1.[S:21]1[CH:25]=[CH:24][CH:23]=[C:22]1B(O)O.[NH2:29][C:30]1[CH:31]=[C:32]([C:36]#[CH:37])[CH:33]=[CH:34][CH:35]=1>CO>[C:36]([C:32]1[CH:31]=[C:30]([NH:29][C:18]2[C:13]3[C:12]([C:22]4[S:21][CH:25]=[CH:24][CH:23]=4)=[CH:11][NH:10][C:14]=3[N:15]=[CH:16][N:17]=2)[CH:35]=[CH:34][CH:33]=1)#[CH:37]

Participants

5

Reactant 3

HCID 104682Benzenamine, 3-ethynyl-HCID 27339602-Thiopheneboronic acidHCID 22484500HCID 22484500, compound

Product 1

HCID 53970138HCID 53970138, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Following the procedure described in Example 26, the title compound was prepared in 40% yield from 7-Benzenesulfonyl-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine and thiophene-2-boronic acid followed by coupling with m-aminophenyl acetylene (27 mg, 0.233 mmoles) in methanol: MP: 230-232° C.; TS-MS: 317 (MH+); anal. RP18-HPLC RT: 5.614 minutes.

Sources & evidence

ORD record
ord-cfb11aacd06f41beac4b4d3311788cf5
Source dataset
uspto-grants-2002_07
Patent number
US06413971B1

Reaction notes

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