Diisopropylethylamine → HCID 90031140, compound

HRID 531780Notes

Reaction equation

HRID 531780 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:44]=[CH:45][CH:46]=1)[CH2:5][N:6]1[CH:10]=[C:9]([C:11]2[C:19]3[C:14](=[N:15][CH:16]=[C:17]([C:20]4[C:21]([O:32][CH3:33])=[N:22][C:23]([N:26]5[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]5)=[CH:24][CH:25]=4)[CH:18]=3)[N:13]([S:34]([C:37]3[CH:43]=[CH:42][C:40]([CH3:41])=[CH:39][CH:38]=3)(=[O:36])=[O:35])[CH:12]=2)[CH:8]=[N:7]1.[CH3:47][C@H:48]1[CH2:50][O:49]1.CCN(C(C)C)C(C)C>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:44]=[CH:45][CH:46]=1)[CH2:5][N:6]1[CH:10]=[C:9]([C:11]2[C:19]3[C:14](=[N:15][CH:16]=[C:17]([C:20]4[CH:25]=[CH:24][C:23]([N:26]5[CH2:31][CH2:30][N:29]([CH2:47][C@@H:48]([OH:49])[CH3:50])[CH2:28][CH2:27]5)=[N:22][C:21]=4[O:32][CH3:33])[CH:18]=3)[N:13]([S:34]([C:37]3[CH:43]=[CH:42][C:40]([CH3:41])=[CH:39][CH:38]=3)(=[O:36])=[O:35])[CH:12]=2)[CH:8]=[N:7]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 146262(2S)-2-MethyloxiraneHCID 118524098HCID 118524098, compound

Product 1

HCID 90031140HCID 90031140, compoundYield 108.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using similar reaction conditions as described in step-i of example-82A, 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(2-methoxy-6-(piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (52 mg. 0.081 mmol) was alkylated using (S)-2-methyloxirane (8 mg, 0.137 mmol), DIPEA (18 mg, 0.137 mmol) and ethanol (5 mL) to get 61 mg (95.3%) of the titled compound.

Workup

  1. customreaction conditions

Sources & evidence

ORD record
ord-cfe21155c8634b33b95d8f00a44c24cf
Source dataset
uspto-grants-2016_05
Patent number
US09353107B2

Reaction notes

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