3H-spiro(isobenzofuran-1,4'-piperidin)-3-one → HCID 178519035, compound

HRID 496277Notes

Reaction equation

HRID 496277 reaction equation
Cl[C:2]1[NH:3][C:4]2[C:9]([C:10](=[O:12])[N:11]=1)=[CH:8][C:7]([I:13])=[CH:6][CH:5]=2.[NH:14]1[CH2:19][CH2:18][C:17]2([C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:21](=[O:28])[O:20]2)[CH2:16][CH2:15]1>CN1C(=O)CCC1>[I:13][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[NH:3][C:2]([N:14]1[CH2:19][CH2:18][C:17]3([C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[C:21](=[O:28])[O:20]3)[CH2:16][CH2:15]1)=[N:11][C:10]2=[O:12]

Participants

4

Reactant 2

HCID 98342553H-spiro(isobenzofuran-1,4'-piperidin)-3-oneHCID 178517827HCID 178517827, compound

Product 1

HCID 178519035HCID 178519035, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

Stir 2-chloro-6-iodo-1H-quinazolin-4-one (75 mg) and spiro[isobenzofuran-1,4′-piperidin]-3-one (100 mg) in NMP (2 mL) at 110° C. for 6 h. Cool the mixture and pour in ice-water (20 mL). After stirring for 5 min, filter the precipitate and wash with MeOH to obtain 1′-(6-iodo-1H-quinazolin-4-on-2-yl)-spiro[isobenzofuran-1,4′-piperidin]-3-one.

Workup

  1. temperatureCool the mixture
  2. filtrationfilter the precipitate
  3. washwash with MeOH

Sources & evidence

ORD record
ord-ac2bbe0692ee41aa9a1fc4aee9dc91a0
Source dataset
uspto-grants-2005_09
Patent number
US06943199B2

Reaction notes

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