Hydrochloric Acid → HCID 69001677, compound

HRID 750094Notes

Reaction equation

HRID 750094 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]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]3[S:29][CH:30]=[CH:31][N:32]=3)=[CH:24][CH:23]=2)=[CH:17][CH:16]=1)=O)(C)(C)C.[ClH:33].O1CCOCC1>>[ClH:33].[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]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]3[S:29][CH:30]=[CH:31][N:32]=3)=[CH:24][CH:23]=2)=[CH:17][CH:16]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 69003404HCID 69003404, compound

Product 1

HCID 69001677HCID 69001677, compoundYield 83%

Procedure

The title compound (60 mg, 83%) was prepared from the product of step 1 (0.09 g, 0.21 mmol) and 4M HCl in dioxane (0.5 ml, 2.1 mmol) using the procedure of Example 146, step 4, 1HNMR (400 MHz, CD3OD) δ 8.17 (d, J=4 Hz, 1H), 7.98 (d, J=3.6 Hz, 1H), 7.90 (d, J=8.4 Hz, 2H), 7.45 (d, J=8.4 Hz, 2H), 7.20 (d, J=8.8 Hz, 2H), 6.95 (d, J=8.8 Hz, 2H), 4.32 (dd, J=10.4, 3.6 Hz, 1H), 4.10 (m, 1H), 4.04 (s, 2H), 4.03 (m, 1H), 3.36 (m, 2H), 2.25 (m, 1H), 2.10 (m, 2H), 1.90 (m, 1H); LC/MS (APCI+) 93%, 351 (M+1, 100); HPLC 94%.

Sources & evidence

ORD record
ord-fdbd405370964b8685af2dbd26b2cad5
Source dataset
uspto-grants-2008_07
Patent number
US07402684B2

Reaction notes

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