Hydrochloric Acid → HCID 69001619, compound

HRID 1909628Notes

Reaction equation

HRID 1909628 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=2)=[CH:17][CH:16]=1)=O)(C)(C)C.[ClH:32]>O1CCOCC1>[ClH:32].[F:31][C:28]([F:29])([F:30])[C:25]1[CH:26]=[CH:27][C:22]([O:21][C:18]2[CH:19]=[CH:20][C:15]([O:14][CH2:13][C@H:9]3[CH2:10][CH2:11][CH2:12][NH:8]3)=[CH:16][CH:17]=2)=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69001586HCID 69001586, compound

Product 1

HCID 69001619HCID 69001619, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Following the general procedure for Example 11 (step 4), the product from step 1 (0.41 g, 0.94 mmol) was treated with 4M HCl in dioxane (5 mL) to afford the title compound (0.22 g, 70%); 1H NMR (400 MHz, DMSO-d6) δ 1.76 (m, 1H), 1.95 (m, 2H), 2.13 (m, 1H), 3.23 (m, 2H), 3.90 (m, 1H), 4.17 (m, 1H), 4.26 (dd, J1=3.6 Hz, J2=10.4 Hz, 1H), 7.05-7.16 (m, 6H), 7.72 (d, J=8.4 Hz, 2H); MS (m/z) 338.5 (M+1); LC (99.1%); HPLC (99.4%).

Sources & evidence

ORD record
ord-c0482286487245fdb154a665a9733c3e
Source dataset
uspto-grants-2013_12
Patent number
US08598359B2

Reaction notes

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