N-Iodosuccinimide → 9-Acetylamino-5-Iodopyrido[3',2':4,5]Pyrrolo[1,2-c]Pyrimidine

HRID 2054353Notes

Reaction equation

HRID 2054353 reaction equation
C1C(=O)N([I:8])C(=O)C1.[C:9]([NH:12][C:13]1[N:18]2[C:19]3[N:25]=[CH:24][CH:23]=[CH:22][C:20]=3[CH:21]=[C:17]2[CH:16]=[CH:15][N:14]=1)(=[O:11])[CH3:10]>C(Cl)Cl>[C:9]([NH:12][C:13]1[N:18]2[C:19]3[N:25]=[CH:24][CH:23]=[CH:22][C:20]=3[C:21]([I:8])=[C:17]2[CH:16]=[CH:15][N:14]=1)(=[O:11])[CH3:10]

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 113791329-Acetylaminopyrido[3',2':4,5]pyrrolo[1,2-c]pyrimidine

Product 1

HCID 111523439-Acetylamino-5-Iodopyrido[3',2':4,5]Pyrrolo[1,2-c]PyrimidineYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

NIS (100 mg, 0.44 mmol) was portionwise added to a cooled (0° C.) solution of 9-Acetylaminopyrido[3′,2′:4,5]pyrrolo[1,2-c]pyrimidine (100 mg, 0.44 mmol) in CH2Cl2 (20 ml). The mixture was stirred for 15 min. The solution was diluted with CH2Cl2 (50 ml) and washed twice with water. The organic layer was dried and evaporated to obtain 20a (142 mg, 93%) as a bright yellow solid

Workup

  1. washwashed twice with water
  2. customThe organic layer was dried
  3. customevaporated

Sources & evidence

ORD record
ord-72a53e371bb3466dbe8ecf47cd9387bf
Source dataset
uspto-grants-2008_02
Patent number
US07329666B2

Reaction notes

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