Hydrochloric Acid → HCID 69000418, compound

HRID 749942Notes

Reaction equation

HRID 749942 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][CH: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]#[N:29])=[CH:24][CH:23]=2)=[CH:17][CH:16]=1)=O)(C)(C)C.[ClH:30]>O1CCOCC1>[ClH:30].[NH: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]#[N:29])=[CH:24][CH:23]=2)=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69000552HCID 69000552, compound

Product 1

HCID 69000418HCID 69000418, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Following the general procedure for Example 11 (step 4), the product from step 3 (0.3 g, 0.76 mmol) was treated with 4M HCl in dioxane (5 mL) to afford the title compound (0.21 g, 85%) as a white solid; 1H NMR (400 MHz, DMSO-d6) 1.75 (m, 1H), 1.88-2.02 (m, 2H), 2.12 (m, 1H), 3.22 (m, 2H), 3.90 (m, 1H), 4.17 (m, 1H), 4.27 (dd, J1=3.8 Hz, J2=10.8 Hz, 1H), 7.03 (d, J=9.2 Hz, 2H), 7.09 (m, 2H), 7.15 (m, 2H), 7.82 (d, J=8.8 Hz, 2H), 9.10 (br s, 1H), 9.65 (br s, 1H); MS (m/z) 295.5 (M+1); LC (95.1%),

Sources & evidence

ORD record
ord-ba695f4dd3fe4c87b054da283a4592a4
Source dataset
uspto-grants-2008_07
Patent number
US07402684B2

Reaction notes

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