Hydrochloric Acid → HCID 118524025, compound

HRID 531827Notes

Reaction equation

HRID 531827 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:49]=[CH:50][CH:51]=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[N:21]=[CH:22][C:23]([N:26]5[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH2:27]5)=[N:24][CH:25]=4)[CH:18]=3)[N:13]([S:39]([C:42]3[CH:48]=[CH:47][C:45]([CH3:46])=[CH:44][CH:43]=3)(=[O:41])=[O:40])[CH:12]=2)[CH:8]=[N:7]1.C[C@H]1CO1.CCN(C(C)C)C(C)C.C(O)C.[ClH:68]>CCOCC>[ClH:68].[F:1][C:2]1[CH:3]=[C:4]([CH:49]=[CH:50][CH:51]=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]=[N:24][C:23]([N:26]5[CH2:27][CH2:28][NH:29][CH2:30][CH2:31]5)=[CH:22][N:21]=4)[CH:18]=3)[N:13]([S:39]([C:42]3[CH:48]=[CH:47][C:45]([CH3:46])=[CH:44][CH:43]=3)(=[O:40])=[O:41])[CH:12]=2)[CH:8]=[N:7]1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 81531DiisopropylethylamineHCID 146262(2S)-2-MethyloxiraneHCID 90031248HCID 90031248, compound

Product 1

HCID 118524025HCID 118524025, compoundYield 63.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Using similar reaction conditions as described in step-ii of example-7, tert-butyl 4-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyrazin-2-yl)piperazine-1-carboxylate (400 mg, 0.56 mmol) was deprotected in HCl in ether (10 ml) to afford crude compound. Using similar reaction conditions as described in Step-i of example-82A, above crude was alkylated using (S)-2-methyloxirane (163 mg, 2.8 mmol), DIPEA (217 mg, 1.68 mmol) and ethanol (10 mL) to get 240 mg (63.7% yield) of the titled compound. MS: m/z=667.1 (M+1).

Workup

  1. customreaction conditions
  2. customto afford crude compound
  3. customreaction conditions

Sources & evidence

ORD record
ord-cfe29e59c3b3475cabbb9a32008b8656
Source dataset
uspto-grants-2016_05
Patent number
US09353107B2

Reaction notes

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