1-methyl-1H-pyrazol-4-amine → HCID 178481025, compound

HRID 577697Notes

Reaction equation

HRID 577697 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([NH2:7])[CH:4]=[N:3]1.N1(/[C:13](/[NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[N:14]\[C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])C=CC=N1>CC#N>[CH3:1][N:2]1[CH:6]=[C:5]([NH:7]/[C:13](/[NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[N:14]\[C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH:4]=[N:3]1

Participants

4

Reactant 2

HCID 47709901-methyl-1H-pyrazol-4-amineHCID 6383521N,N'-Di-Boc-1H-pyrazole-1-carboximidamide

Product 1

HCID 178481025HCID 178481025, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1-methyl-1H-pyrazol-4-amine (11.7 g, 0.12 mol) was added portion-wise to a solution of di-tert-butyl [(Z)-1H-pyrazol-1-ylmethylylidene]biscarbamate (17.5 g, 0.056 mol) in MeCN (100 mL). The mixture was stirred for 20 hrs then filtered to afford the title compound (17.5 g, 91% yield) as a crude solid which was used as is in the next step.

Workup

  1. filtrationthen filtered

Sources & evidence

ORD record
ord-68a8f8744dc8457c9db76ab9237448e1
Source dataset
uspto-grants-2015_05
Patent number
US09040547B2

Reaction notes

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