Diisopropylethylamine → HCID 178433560, compound

HRID 1888244Notes

Reaction equation

HRID 1888244 reaction equation
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11]3[C:15](=[C:16]([C:18]([NH2:20])=[O:19])[CH:17]=2)[NH:14][N:13]=[C:12]3[CH:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)=[CH:5][CH:4]=1.C(N(C(C)C)CC)(C)C.[CH3:36][N:37]1[CH:41]=[C:40]([S:42](Cl)(=[O:44])=[O:43])[N:39]=[C:38]1[CH3:46]>CN(C1C=CN=CC=1)C>[CH3:36][N:37]1[CH:41]=[C:40]([S:42]([N:24]2[CH2:25][CH2:26][CH:21]([C:12]3[C:11]4[C:15](=[C:16]([C:18]([NH2:20])=[O:19])[CH:17]=[C:9]([C:6]5[CH:5]=[CH:4][C:3]([CH2:2][OH:1])=[CH:8][CH:7]=5)[CH:10]=4)[NH:14][N:13]=3)[CH2:22][CH2:23]2)(=[O:44])=[O:43])[N:39]=[C:38]1[CH3:46]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 27362561,2-Dimethylimidazole-4-sulfonyl chlorideHCID 178513552HCID 178513552, compound

Product 1

HCID 178433560HCID 178433560, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

Following the general procedure of Example 11, 5-[4-(hydroxymethyl)phenyl]-3-(4-piperidinyl)-1H-indazole-7-carboxamide (Example 73) (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 (11 mg, 31% for 3 steps).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-73129426e0ea4dbea8da029ea79d9e76
Source dataset
uspto-grants-2013_08
Patent number
US08501780B2

Reaction notes

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