HCID 57794641, compound → HCID 57794595, compound

HRID 2099833Notes

Reaction equation

HRID 2099833 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=O)[CH:10]([CH2:31][C:32]1[CH:40]=[C:39]([CH3:41])[CH:38]2[CH:34]([CH:35]=[N:36][NH:37]2)[CH:33]=1)[CH2:11][C:12](=[O:30])[N:13]1[CH2:18][CH2:17][CH:16]([N:19]2[CH2:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[NH:21][C:20]2=[O:29])[CH2:15][CH2:14]1>ClCCCl.C(O)(=O)C>[NH:1]1[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[N:8]=[C:9]1[CH:10]([CH2:31][C:32]1[CH:40]=[C:39]([CH3:41])[CH:38]2[CH:34]([CH:35]=[N:36][NH:37]2)[CH:33]=1)[CH2:11][C:12]([N:13]1[CH2:14][CH2:15][CH:16]([N:19]2[CH2:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[NH:21][C:20]2=[O:29])[CH2:17][CH2:18]1)=[O:30]

Participants

4

Reactant 1

HCID 57794641HCID 57794641, compound

Product 1

HCID 57794595HCID 57794595, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 176Acetic AcidSolvent

Procedure

A solution of N-(2-aminophenyl)-2-((7-methyl-3a,7a-dihydro-1H-indazol-5-yl)methyl)-4-oxo-4-(4-(2-oxo-1,2-dihydroquinazolin-3(4H)-yl)piperidin-1-yl)butanamide in 1,2-dichloroethane (8 mL) and acetic acid (1 mL) was heated under nitrogen at 65° C. for 5 h. The solvent was evaporated and the residue taken up in ethyl acetate (20 mL). The ethyl acetate layer was washed with 1M sodium hydroxide (5 mL) and water (2×5 mL), dried, filtered and concentrated. The final product was obtained by flash chromatography using 0% to 10% 2 M ammonia in methanol/methylene chloride. MS(ESI)[M+H]+=550.

Workup

  1. customThe solvent was evaporated
  2. washThe ethyl acetate layer was washed with 1M sodium hydroxide (5 mL) and water (2×5 mL)
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-b20fd4a897384d6487fff1a5e05e757f
Source dataset
uspto-grants-2009_08
Patent number
US07569578B2

Reaction notes

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