Diisopropylethylamine → HCID 178474086, compound

HRID 1888243Notes

Reaction equation

HRID 1888243 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[C:13]3[C:17](=[C:18]([C:20]([NH2:22])=[O:21])[CH:19]=2)[NH:16][N:15]=[C:14]3[CH:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C(N(C(C)C)CC)(C)C.[CH3:38][N:39]1[CH:43]=[C:42]([S:44](Cl)(=[O:46])=[O:45])[N:41]=[C:40]1[CH3:48]>CN(C1C=CN=CC=1)C>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[C:13]3[C:17](=[C:18]([C:20]([NH2:22])=[O:21])[CH:19]=2)[NH:16][N:15]=[C:14]3[CH:23]2[CH2:28][CH2:27][N:26]([S:44]([C:42]3[N:41]=[C:40]([CH3:48])[N:39]([CH3:38])[CH:43]=3)(=[O:46])=[O:45])[CH2:25][CH2:24]2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 27362561,2-Dimethylimidazole-4-sulfonyl chlorideHCID 178474084HCID 178474084, compound

Product 1

HCID 178474086HCID 178474086, compoundYield 13.3%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

Following the general procedure of Example 11, 5-[4-(acetylamino)phenyl]-3-(4-piperidinyl)-1H-indazole-7-carboxamide (Example 71) (0.07 mmol), diisopropylethylamine (100 uL, 0.56 mmol), DMAP (25 mg, 0.014 mmol) and 1,2-dimethyl-1H-imidazole-4-sulfonyl chloride (33 mg, 0.17 mmol) were reacted to give the title compound (5 mg, 13% for 3 steps).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-0940dea9b9a1400c8d83b26305dd9a04
Source dataset
uspto-grants-2013_08
Patent number
US08501780B2

Reaction notes

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