Hydrochloric Acid → HCID 178440827, compound

HRID 132115Notes

Reaction equation

HRID 132115 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([C:11]2([NH:20]C(=O)OC(C)(C)C)[CH2:19][CH2:18][C:17]3[C:13](=[CH:14][NH:15][N:16]=3)[CH2:12]2)[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].Cl>O1CCOCC1>[C:1]([C:5]1[CH:6]=[C:7]([C:11]2([NH2:20])[CH2:19][CH2:18][C:17]3[C:13](=[CH:14][NH:15][N:16]=3)[CH2:12]2)[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178452607HCID 178452607, compound

Product 1

HCID 178440827HCID 178440827, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

Tert-butyl 5-(3-tert-butylphenyl)-4,5,6,7-tetrahydro-2H-indazol-5-ylcarbamate (499 mg, 1.35 mmol) was taken up in 2 mL of dioxane followed by the addition of HCl (3.38 mL of a 4N solution in dioxane). The reaction was stirred for 4 h and then concentrated to yield 350 mg (96% yield) of a white solid. 1H-NMR (CD3OD) δ8.17 (d, J=2.7 Hz, 1H), 7.60 (s, 1H), 7.52-7.45 (m, 1H), 7.44-7.32 (m, 2H), 3.77 (d, J=14.8 Hz, 1H), 3.21 (d, J=14.8 Hz, 1H), 3.10-2.94 (m, 1H), 2.82-2.66 (m, 1H), 2.59-2.42 (m, 2H), 1.30 (s, 9H); retention time (min)=1.70 (method [8]); MS (ESI) 253.3.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-c94f253cce674bf396a5f0816877be28
Source dataset
uspto-grants-2008_06
Patent number
US07385085B2

Reaction notes

Loading…