4,4-Dimethoxy-2-butanone → HCID 68659001, compound

HRID 2264309Notes

Reaction equation

HRID 2264309 reaction equation
CO[CH:3](OC)[CH2:4][C:5](=O)[CH3:6].[NH2:10][C:11]1[NH:15][N:14]=[C:13]2[CH2:16][N:17]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:18][C:12]=12>C(O)(=O)C>[CH3:6][C:5]1[N:15]2[N:14]=[C:13]3[CH2:16][N:17]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:18][C:12]3=[C:11]2[N:10]=[CH:3][CH:4]=1.[CH3:6][C:5]1[CH:4]=[CH:3][N:15]2[N:14]=[C:13]3[CH2:16][N:17]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:18][C:12]3=[C:11]2[N:10]=1

Participants

5

Reactant 2

HCID 2285484,4-Dimethoxy-2-butanoneHCID 178451527HCID 178451527, compound

Product 2

HCID 68659001HCID 68659001, compoundHCID 68659046HCID 68659046, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a stirred solution of 0.30 mL (2.4 mmol) of 4,4-dimethoxy-2-butanone in 2 mL of glacial acetic acid at 95° C. was added 448 mg (2.0 mmol) of tert-butyl 3-amino-2,6-dihydropyrrolo[3,4-c]pyrazole-5(4H)-carboxylate as a solution in 8 mL of glacial acetic acid over 40 min. The reaction mixture was stirred for an additional 1.5 h, cooled to ambient temperature and the solvent evaporated in vacuo to afford the title compound as a 5:3 mixture with tert-butyl 2-methyl-7H-pyrrolo[3′,4′:3,4]pyrazolo[1,5-a]pyrimidine-8(9H)-carboxylate and was used in Step B without purification. LC/MS 275.2 (M+1).

Workup

  1. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-75949f1a81f143959c19d82288aabe31
Source dataset
uspto-grants-2010_12
Patent number
US07855206B2

Reaction notes

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