Hydrochloric Acid → HCID 53379250, compound

HRID 389491Notes

Reaction equation

HRID 389491 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:18]2[CH:19]=[N:20][N:21]([CH:23]3[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][CH2:24]3)[CH:22]=2)=[C:6]2[C:10]([Cl:11])=[C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[O:8][C:7]=12.Cl>C(Cl)Cl>[ClH:11].[Cl:11][C:10]1[C:6]2[C:7](=[C:2]([NH2:1])[N:3]=[CH:4][C:5]=2[C:18]2[CH:19]=[N:20][N:21]([CH:23]3[CH2:24][CH2:25][NH:26][CH2:27][CH2:28]3)[CH:22]=2)[O:8][C:9]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66759894HCID 66759894, compound

Product 1

HCID 53379250HCID 53379250, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 4-[4-(7-amino-3-chloro-2-phenylfuro[2,3-c]pyridin-4-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate in DCM (1.0 mL) was treated with HCl (1 M in Et2O, 2.0 mL, 2.0 mmol) and stirred at RT. The reaction was concentrated in vacuo to provide 43 mg (76%) of the title compound. 1H NMR (400 MHz, CD3OD) δ 6.94-6.98 (m, 2H), 6.80 (s, 1H), 6.53 (s, 1H), 6.32-6.36 (m, 4H), 3.40 (tt, J=9.98, 4.93 Hz, 1H), 2.34 (dt, J=13.26, 3.35 Hz, 2H), 1.94-2.00 (m, 2H), 1.05-1.15 (m, 4H); MS (ESI): 394.14 [M+H]+; HPLC tR=0.97 min (TOF: polar—3 min).

Workup

  1. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-42c38b995c334c2f9385096fb51b3eb3
Source dataset
uspto-grants-2013_02
Patent number
US08378104B2

Reaction notes

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