Diisopropylethylamine → HCID 68764905, compound

HRID 1374339

Reaction equation

HRID 1374339 reaction equation
[NH2:1][C@H:2]1[CH2:6][CH2:5][N:4]([C@H:7]2[CH2:12][CH2:11][C@@H:10]([N:13]([CH:15]([CH3:17])[CH3:16])[CH3:14])[CH2:9][C@H:8]2[CH2:18][S:19]([CH:22]([CH3:24])[CH3:23])(=[O:21])=[O:20])[C:3]1=[O:25].C(N(C(C)C)CC)(C)C.[C:35]([C:39]1[CH:43]=[C:42]([C:44](O)=[O:45])[N:41]([CH3:47])[N:40]=1)([CH3:38])([CH3:37])[CH3:36].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[C:35]([C:39]1[CH:43]=[C:42]([C:44]([NH:1][C@H:2]2[CH2:6][CH2:5][N:4]([C@H:7]3[CH2:12][CH2:11][C@@H:10]([N:13]([CH:15]([CH3:17])[CH3:16])[CH3:14])[CH2:9][C@H:8]3[CH2:18][S:19]([CH:22]([CH3:24])[CH3:23])(=[O:21])=[O:20])[C:3]2=[O:25])=[O:45])[N:41]([CH3:47])[N:40]=1)([CH3:38])([CH3:36])[CH3:37]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 7205293-tert-butyl-1-methyl-1H-pyrazole-5-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 68769962HCID 68769962, compound

Product 1

HCID 68764905HCID 68764905, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of (S)-3-amino-1-((1S,2R,4R)-4-(isopropyl(methyl)amino)-2-(isopropylsulfonylmethyl)cyclohexyl)pyrrolidin-2-one (40 mg, 0.08 mmol) in DMF (2 mL) was added diisopropylethylamine (0.1 mL, 0.6 mmol), 3-tert-butyl-1-methyl-1H-pyrazole-5-carboxylic acid (18 mg, 0.1 mmol) and HATU (38 mg, 0.1 mmol). The reaction was stirred at RT for 14 h, partially concentrated, and purified by RP-HPLC to affor 20 mg of the title compound. MS found: (M+H)+=538.

Workup

  1. concentrationpartially concentrated
  2. custompurified by RP-HPLC

Sources & evidence

ORD record
ord-b45032b1813e407b8ca21c7acda99653
Source dataset
uspto-grants-2007_01
Patent number
US07163937B2

Linked notes

Loading…