Phenyl chloroformate → HCID 58385412, compound

HRID 631693Notes

Reaction equation

HRID 631693 reaction equation
[C:1]([C:5]1[CH:9]=[C:8]([NH2:10])[N:7]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl[C:18]([O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:19]>>[C:1]([C:5]1[CH:9]=[C:8]([NH:10][C:18](=[O:19])[O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[N:7]([C:11]2[CH:12]=[CH:13][N:14]=[CH:15][CH:16]=2)[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 15891Phenyl chloroformateHCID 109000523-tert-butyl-1-pyridin-4-yl-1H-pyrazol-5-amine

Product 1

HCID 58385412HCID 58385412, compoundYield 23.3%

Procedure

Following the procedure in Example 118A, 3-tert-butyl-1-(pyridin-4-yl)-1H-pyrazol-5-amine (250 mg, 1.16 mmol) and phenyl chloroformate (0.60 mL, 4.65 mmol) were reacted to give phenyl 3-tert-butyl-1-(pyridin-4-yl)-1H-pyrazol-5-ylcarbamate (90 mg, 0.27 mmol, 23%). 1H NMR (300 MHz, DMSO-d6) δ 10.15 (br s, 1H), 8.72 (d, 2H), 7.76 (d, 2H), 7.40-7.05 (m, 5H), 6.45 (s, 1H), 1.29 (s, 9H); LC-MS (ESI) m/z 337 (M+H)+.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-9abcc85d5e4d4f809f7c1c49249951dd
Source dataset
uspto-grants-2016_04
Patent number
US09320739B2

Reaction notes

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