Sodium hydride → HCID 11249024, compound

HRID 2246631Notes

Reaction equation

HRID 2246631 reaction equation
[H-].[Na+].[CH:3]1([NH:6][C:7](=[O:25])[C:8]2[CH:13]=[C:12]([C:14]3[CH:15]=[C:16]4[C:20](=[CH:21][CH:22]=3)[NH:19][N:18]=[CH:17]4)[C:11]([CH3:23])=[C:10]([F:24])[CH:9]=2)[CH2:5][CH2:4]1.[CH2:26]([N:33]1[CH2:38][CH2:37][O:36][CH:35]([CH2:39]Cl)[CH2:34]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CN(C=O)C>[CH2:26]([N:33]1[CH2:38][CH2:37][O:36][CH:35]([CH2:39][N:19]2[C:20]3[C:16](=[CH:15][C:14]([C:12]4[CH:13]=[C:8]([CH:9]=[C:10]([F:24])[C:11]=4[CH3:23])[C:7]([NH:6][CH:3]4[CH2:4][CH2:5]4)=[O:25])=[CH:22][CH:21]=3)[CH:17]=[N:18]2)[CH2:34]1)[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 28015624-Benzyl-2-(chloromethyl)morpholineHCID 10403067N-Cyclopropyl-3-fluoro-5-(1H-indazol-5-yl)-4-methylbenzamide2×

Product 1

HCID 11249024HCID 11249024, compoundYield 4.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The procedure for Example 1 was followed using sodium hydride (60% in mineral oil, 19.4 mg), N-cyclopropyl-3-fluoro-5-(1H-indazol-5-yl)-4-methylbenzamide (Intermediate 3, 100 mg) and 4-benzyl-2-(chloromethyl)morpholine (87.6 mg) in DMF (5 ml) to give the crude product (70 mg) A portion (10 mg) was subjected to preparative HPLC to give the title compound as a white solid (7.6 mg).

Workup

  1. customto give the crude product (70 mg) A portion (10 mg)

Sources & evidence

ORD record
ord-744be17320794f87b140e6a86051119c
Source dataset
uspto-grants-2010_03
Patent number
US07687532B2

Reaction notes

Loading…