Formaldehyde → HCID 76071654, compound

HRID 1778204Notes

Reaction equation

HRID 1778204 reaction equation
[CH2:1]([N:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]=[C:9]1[C:17]1[N:18]=[C:19]([NH:27][CH:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[C:20]2[N:21]([C:23]([CH3:26])=[N:24][N:25]=2)[CH:22]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:34]CN(C(C)C)C(C)C.C=O>C1COCC1>[CH2:1]([N:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]=[C:9]1[C:17]1[N:18]=[C:19]([NH:27][CH:28]2[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]2)[C:20]2[N:21]([C:23]([CH3:26])=[N:24][N:25]=2)[CH:22]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 81531DiisopropylethylamineHCID 86719153HCID 86719153, compound

Product 1

HCID 76071654HCID 76071654, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-[6-(1-benzyl-1H-1,3-benzodiazol-2-yl)-3-methyl-[1,2,4]triazolo[4,3-a]pyrazin-8-yl]piperidin-4-amine (93 mg; 0.21 mmol) is dissolved in 300 μl THF, treated with DIPEA (62 μl; 0.29 mmol) and formaldehyde (62 μl; 0.83 mmol). To this reaction mixture STAB (62 mg; 0.29 mmol) is added and the reaction mixture is stirred for 2 hours. The crude reaction mixture is purified by reversed phase chromatograph (Method: prep. HPLC1).

Workup

  1. additionTo this reaction mixture STAB (62 mg; 0.29 mmol) is added
  2. customThe crude reaction mixture
  3. customis purified by reversed phase chromatograph (Method: prep. HPLC1)

Sources & evidence

ORD record
ord-fdc38099a4bb41b883e8d380887afa9e
Source dataset
uspto-grants-2016_02
Patent number
US09266891B2

Reaction notes

Loading…