Diisopropylethylamine → HCID 178433561, compound

HRID 1888245Notes

Reaction equation

HRID 1888245 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[C:15]3[C:10](=[C:11]([C:21]([NH2:23])=[O:22])[CH:12]=[C:13]([C:16]4[CH:17]=[N:18][NH:19][CH:20]=4)[CH:14]=3)[NH:9][N:8]=2)[CH2:3][CH2:2]1.C(N(C(C)C)CC)(C)C.[CH3:33][N:34]1[CH:38]=[C:37]([S:39](Cl)(=[O:41])=[O:40])[N:36]=[C:35]1[CH3:43]>CN(C1C=CN=CC=1)C>[CH3:33][N:34]1[CH:38]=[C:37]([S:39]([N:1]2[CH2:2][CH2:3][CH:4]([C:7]3[C:15]4[C:10](=[C:11]([C:21]([NH2:23])=[O:22])[CH:12]=[C:13]([C:16]5[CH:17]=[N:18][NH:19][CH:20]=5)[CH:14]=4)[NH:9][N:8]=3)[CH2:5][CH2:6]2)(=[O:41])=[O:40])[N:36]=[C:35]1[CH3:43]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 27362561,2-Dimethylimidazole-4-sulfonyl chlorideHCID 178513569HCID 178513569, compound

Product 1

HCID 178433561HCID 178433561, compoundYield 27.4%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

Following the general procedure of Example 11, 3-(4-piperidinyl)-5-(1H-pyrazol-4-yl)-1H-indazole-7-carboxamide (Example 75) (0.07 mmol), diisopropyl-ethylamine (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 (9 mg, 27% for 3 steps). LC/MS: 469.4 Rt: 1.33 min.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-5ee00b7b80ef4986b196315b6bac7b8b
Source dataset
uspto-grants-2013_08
Patent number
US08501780B2

Reaction notes

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