Ammonia → HCID 23646185, compound

HRID 130491Notes

Reaction equation

HRID 130491 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH2:22][CH2:21][C:20]3[C:23]([C:37]([F:40])([F:39])[F:38])=[N:24][N:25]([C:26]4[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][C:27]=4[C:28](Cl)=[O:29])[C:19]=3[C:18]2=[O:41])=[CH:13][CH:12]=1)(=[O:4])=[O:3].[NH3:42]>ClCCl>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH2:22][CH2:21][C:20]3[C:23]([C:37]([F:40])([F:39])[F:38])=[N:24][N:25]([C:26]4[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][C:27]=4[C:28]([NH2:42])=[O:29])[C:19]=3[C:18]2=[O:41])=[CH:13][CH:12]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 87779881HCID 87779881, compound

Product 1

HCID 23646185HCID 23646185, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Part C: 2-[6-(2′-Methanesulfonyl-biphenyl-4-yl)-7-oxo-3-trifluoromethyl-4,5,6,7-tetrahydro-pyrazolo[3,4-c]pyridin-1-yl]-5-methoxy-benzoyl chloride (0.10 mmol) was dissolved in dry dichloromethane (1 mL) under a nitrogen atmosphere, and a stream of ammonia gas was introduced for 30 sec. The solvent was evaporated, and the residue was purified by reverse phase HPLC to give the title compound as a colorless solid. MS (ES+) 607.1 (M+Na)+(100%); 1H NMR (DMSO-d6) δ 8.08 (d, 1H, J=6.6 Hz), 7.79-7.34 (m, 10H), 7.16 (d, 1H, J=2.9 Hz), 7.09 (dd, 1H, J=8.5, 2.6), 4.11 (t, 2H, J=6.4 Hz), 3.84 (s, 3H), 3.11 (t, 2H, J=6.4), 2.81 (s, 3H).

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-5c5f95687c8146148d7c7337ae0b18a8
Source dataset
uspto-grants-2008_06
Patent number
US07381732B2

Reaction notes

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