Acetaldehyde → HCID 57794673, compound

HRID 2099834Notes

Reaction equation

HRID 2099834 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:42])[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.[CH:43](=O)[CH3:44].[BH4-].[Na+]>CO>[CH2:43]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:42])[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[CH2:14][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)[CH3:44]

Participants

5

Reactant 3

HCID 177AcetaldehydeHCID 4311764Sodium borohydrideHCID 57794641HCID 57794641, compound

Product 1

HCID 57794673HCID 57794673, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

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 (0.24 mmol) in methanol (5 mL) was treated with acetaldehyde (1 mL) at room temperature. The mixture was stirred for 2 h at room temperature before the solvent was removed in vacuo. The residue was taken up in methanol (5 mL) and then sodium borohydride (0.48 mmol) was added. After 30 min, the methanol was removed in vacuo and the residue was taken up in methylene chloride (15 mL). The final product was obtained by filtration through a pad of celite and concentration of the filtrate. (95%) MS(ESI)[M+H]+=594.

Workup

  1. customwas removed in vacuo
  2. waitAfter 30 min
  3. customthe methanol was removed in vacuo

Sources & evidence

ORD record
ord-65fe1de0bd284a8c9a16f1680965ad95
Source dataset
uspto-grants-2009_08
Patent number
US07569578B2

Reaction notes

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