Phenyl chloroformate → HCID 46196778, compound

HRID 871766Notes

Reaction equation

HRID 871766 reaction equation
[CH2:1]([N:8]1[C:12]([NH2:13])=[CH:11][C:10]([C:14]([CH3:17])([CH3:16])[CH3:15])=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:19]([O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:20]>>[CH2:1]([N:8]1[C:12]([NH:13][C:19](=[O:20])[O:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:11][C:10]([C:14]([CH3:17])([CH3:16])[CH3:15])=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 15891Phenyl chloroformateHCID 167692901-BENZYL-3-TERT-BUTYL-1H-PYRAZOL-5-AMINE

Product 1

HCID 46196778HCID 46196778, compoundYield 61.4%

Procedure

Following the procedure in Example 118A, 1-benzyl-3-tert-butyl-1H-pyrazol-5-amine (666 mg, 2.64 mmol) and phenyl chloroformate (1.0 mL, 8.0 mmol) to give phenyl 1-benzyl-3-tert-butyl-1H-pyrazol-5-ylcarbamate (565 mg, 1.62 mmol, 61%). 1H NMR (300 MHz, DMSO-d6) δ 10.20 (br s, 1H), 7.43-7.10 (m, 10H), 6.14 (s, 1H), 5.29 (s, 1H), 1.22 (s, 9H); LC-MS (ESI) m/z 350 (M+H)+.

Sources & evidence

ORD record
ord-8f334bb3476747b1ba1601341750d615
Source dataset
uspto-grants-2015_03
Patent number
US08969587B2

Reaction notes

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