Diisopropylethylamine → HCID 118524062, compound

HRID 531830Notes

Reaction equation

HRID 531830 reaction equation
[N:1]1([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:15]=[C:16]4[C:22]([C:23]5[CH:24]=[N:25][N:26]([CH2:28][C:29]6[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[CH:30]=6)[CH:27]=5)=[CH:21][N:20]([S:36]([C:39]5[CH:45]=[CH:44][C:42]([CH3:43])=[CH:41][CH:40]=5)(=[O:38])=[O:37])[C:17]4=[N:18][CH:19]=3)=[CH:10][CH:9]=2)[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH3:46][C@H:47]1[CH2:49][O:48]1.CCN(C(C)C)C(C)C>C(O)C>[F:35][C:31]1[CH:30]=[C:29]([CH:34]=[CH:33][CH:32]=1)[CH2:28][N:26]1[CH:27]=[C:23]([C:22]2[C:16]3[C:17](=[N:18][CH:19]=[C:14]([C:11]4[CH:12]=[CH:13][C:8]([N:1]5[CH2:7][CH2:6][CH2:5][N:4]([CH2:46][C@@H:47]([OH:48])[CH3:49])[CH2:3][CH2:2]5)=[CH:9][CH:10]=4)[CH:15]=3)[N:20]([S:36]([C:39]3[CH:40]=[CH:41][C:42]([CH3:43])=[CH:44][CH:45]=3)(=[O:38])=[O:37])[CH:21]=2)[CH:24]=[N:25]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 146262(2S)-2-MethyloxiraneHCID 118524034HCID 118524034, compound

Product 1

HCID 118524062HCID 118524062, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using similar reaction conditions as described in step-i of example-82A, 5-(4-(1,4-diazepan-1-yl)phenyl)-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (100 mg, 0.161 mmol) was alkylated using (S)-2-methyloxirane (14 mg, 0.241 mmol), DIPEA (62 mg, 0.48 mmol) and ethanol (3 mL) to get 100 mg (91.7% yield) of the titled compound. MS: m/z=679.6 (M+1).

Workup

  1. customreaction conditions

Sources & evidence

ORD record
ord-2cee942b9ce34fa083a8a9885307f1ea
Source dataset
uspto-grants-2016_05
Patent number
US09353107B2

Reaction notes

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