Hydrochloric Acid → HCID 178478754, compound

HRID 424584Notes

Reaction equation

HRID 424584 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[CH2:12][CH2:11][S:10][C:9]3[CH:13]=[CH:14][C:15]([NH:17][C:18]([C:20]4[S:21][CH:22]=[CH:23][CH:24]=4)=[NH:19])=[CH:16][C:8]2=3)[CH2:3][CH2:2]1.[ClH:25]>CO>[ClH:25].[ClH:25].[NH:1]1[CH2:2][CH2:3][CH:4]([N:7]2[CH2:12][CH2:11][S:10][C:9]3[CH:13]=[CH:14][C:15]([NH:17][C:18]([C:20]4[S:21][CH:22]=[CH:23][CH:24]=4)=[NH:19])=[CH:16][C:8]2=3)[CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178511892HCID 178511892, compound

Product 1

HCID 178478754HCID 178478754, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N-(4-(piperidin-4-yl)-3,4-dihydro-2H-benzo[b][1,4]thiazin-6-yl)thiophene-2-carboximidamide (210 mg, 0.586 mmol) in methanol (4 mL) was added hydrogen chloride (1 M in diethyl ether; 1.757 mL, 1.757 mmol). The resulting solution was concentrated in vacuo to give a pale yellow solid (252 mg, 100%). 1H NMR (DMSO-d6) δ 11.45 (s, 1H), 9.76 (s, 1H), 9.22 (s, 2H), 8.75 (s, 1H), 7.40-7.34 (m, 1H), 7.13 (d, J=8.1 Hz, 1H), 7.02 (s, 1H), 6.64 (d, J=8.1 Hz, 1H), 4.02-3.92 (m, 1H), 3.46-3.39 (m, 2H), 3.37-3.26 (m, 2H), 3.12-2.91 (m, 4H), 2.15-1.98 (m, 2H), 1.86-1.78 (m, 2H); HRMS (C18H23N4S2, MH+, free base): calculated: 359.1358, observed: 359.1351. HPLC purity: 97% by area.

Workup

  1. concentrationThe resulting solution was concentrated in vacuo

Sources & evidence

ORD record
ord-9885941d7a464e9a9e7cbd4178296e62
Source dataset
uspto-grants-2012_01
Patent number
US08106043B2

Reaction notes

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