Hydrochloric Acid → HCID 118524046, compound

HRID 531565Notes

Reaction equation

HRID 531565 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:43]=[CH:44][CH:45]=1)[CH2:7][N:8]1[C:12]([CH3:13])=[C:11]([C:14]2[C:22]3[C:17](=[N:18][CH:19]=[C:20]([C:23]4[CH:28]=[CH:27][C:26]([N:29]5[CH2:34][CH2:33][N:32](C(OC(C)(C)C)=O)[CH2:31][CH2:30]5)=[CH:25][CH:24]=4)[CH:21]=3)[NH:16][CH:15]=2)[C:10]([CH3:42])=[N:9]1)[CH3:2].[ClH:46]>CO>[ClH:46].[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:43]=[CH:44][CH:45]=1)[CH2:7][N:8]1[C:12]([CH3:13])=[C:11]([C:14]2[C:22]3[C:17](=[N:18][CH:19]=[C:20]([C:23]4[CH:24]=[CH:25][C:26]([N:29]5[CH2:30][CH2:31][NH:32][CH2:33][CH2:34]5)=[CH:27][CH:28]=4)[CH:21]=3)[NH:16][CH:15]=2)[C:10]([CH3:42])=[N:9]1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90031150HCID 90031150, compound

Product 1

HCID 118524046HCID 118524046, compoundYield 4.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using similar reaction conditions as described in step-ii of example-7, tert-butyl 4-(4-(3-(1-(3-ethoxybenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate (100 mg, 0.139 mmol) was deprotected with HCl in methanol (5 ml) to afford 4 mg (4.8% yield) of the titled compound. 1H NMR (CD3OD, 300 MHz): δ 8.39-8.38 (d, 1H), 7.79-7.78 (d, 1H), 7.48-7.45 (m, 2H), 7.32 (s, 1H), 7.22-7.17 (t, 1H), 7.05-7.02 (d, 2H), 6.78-6.76 (dd, 1H), 6.69-6.67 (d, 1H), 6.59 (s, 1H), 5.27 (s, 2H), 3.95-3.93 (q, 2H), 3.95-3.57 (d, 2H), 3.26-3.19 (m, 4H), 3.05-3.02 (m, 2H), 2.16 (s, 3H), 2.12 (s, 3H), 1.30-1.26 (t, 3H). MS: m/z=507.3 (M+1), HPLC Purity: 92.87% Method: B.

Workup

  1. customreaction conditions

Sources & evidence

ORD record
ord-86268e5d9fbe4f5d91322c799a4018c0
Source dataset
uspto-grants-2016_05
Patent number
US09353107B2

Reaction notes

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