Diisopropylethylamine → HCID 178433559, compound

HRID 1888241Notes

Reaction equation

HRID 1888241 reaction equation
[CH3:1][S:2]([NH:5][C:6]1[CH:7]=[C:8]([C:12]2[CH:13]=[C:14]3[C:18](=[C:19]([C:21]([NH2:23])=[O:22])[CH:20]=2)[NH:17][N:16]=[C:15]3[CH:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:9]=[CH:10][CH:11]=1)(=[O:4])=[O:3].C(N(C(C)C)CC)(C)C.[CH3:39][N:40]1[CH:44]=[C:43]([S:45](Cl)(=[O:47])=[O:46])[N:42]=[C:41]1[CH3:49]>CN(C1C=CN=CC=1)C>[CH3:39][N:40]1[CH:44]=[C:43]([S:45]([N:27]2[CH2:28][CH2:29][CH:24]([C:15]3[C:14]4[C:18](=[C:19]([C:21]([NH2:23])=[O:22])[CH:20]=[C:12]([C:8]5[CH:9]=[CH:10][CH:11]=[C:6]([NH:5][S:2]([CH3:1])(=[O:4])=[O:3])[CH:7]=5)[CH:13]=4)[NH:17][N:16]=3)[CH2:25][CH2:26]2)(=[O:47])=[O:46])[N:42]=[C:41]1[CH3:49]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 27362561,2-Dimethylimidazole-4-sulfonyl chlorideHCID 178505011HCID 178505011, compound

Product 1

HCID 178433559HCID 178433559, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

Following the general procedure of Example 11, 5-{3-[(methylsulfonyl)-amino]phenyl}-3-(4-piperidinyl)-1H-indazole-7-carboxamide (Example 67) (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-0648766e09054916a3ce1e63726cc4a3
Source dataset
uspto-grants-2013_08
Patent number
US08501780B2

Reaction notes

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