Hydrochloric Acid → HCID 57414387, compound

HRID 2179308Notes

Reaction equation

HRID 2179308 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]2[O:8][C:9]3[CH:14]=[CH:13][C:12]([S:15]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)(=[O:17])=[O:16])=[CH:11][C:10]=3[C:4]=2[CH2:3]1.[ClH:24]>CO>[ClH:24].[CH3:1][N:2]1[CH2:7][CH2:6][C:5]2[O:8][C:9]3[CH:14]=[CH:13][C:12]([S:15]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)(=[O:17])=[O:16])=[CH:11][C:10]=3[C:4]=2[CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57414388HCID 57414388, compound

Product 1

HCID 57414387HCID 57414387, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Methyl-8-(phenylsulfonyl)-1,2,3,4-tetrahydrobenzofuro[3,2-c]pyridine (13 mg, 0.04 mmol) was treated with 1.25M HCl in methanol (3 mL). After 10 min the solution was concentrated in vacuo to give 2-methyl-8-(phenylsulfonyl)-1,2,3,4-tetrahydrobenzofuro[3,2-c]pyridine hydrochloride (18 mg, 90%, AUC HPLC 96.8%) as an off-white solid: mp 272° C. 1H NMR (DMSO-d6, 300 MHz) δ 11.16 (s, 1H), 8.35 (d, J=1.8 Hz, 1H), 7.99-7.95 (m, 2H), 7.92 (dd, J=8.7, 1.8 Hz, 1H), 7.84 (d, J=8.7 Hz, 1H), 7.71-7.59 (m, 3H), 4.65 (br s, 1H), 4.36 (br s, 1H), 3.78 (br s, 1H), 3.57 (br s, 1H), 3.21 (br s, 2H), 2.95 (s, 3H); ESI MS m/z 328 [M+H]+.

Workup

  1. concentrationAfter 10 min the solution was concentrated in vacuo

Sources & evidence

ORD record
ord-b1cf279e42e54157905dfbec6cfa6545
Source dataset
uspto-grants-2015_06
Patent number
US09067949B2

Reaction notes

Loading…