Hydrochloric Acid → HCID 68998816, compound

HRID 750092Notes

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

Reactant 3

HCID 313Hydrochloric Acid

HCID 312751,4-Dioxane

HCID 69000449HCID 69000449, compound

Product 1

HCID 68998816HCID 68998816, 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 9.42 (br, 1H), 8.96 (br, 1H), 7.89 (d, J=3.6 Hz, 1H), 7.86 (d, J=8.4 Hz, 2H), 7.75 (d, J=3.6 Hz, 1H), 7.32 (d, J=8.4 Hz, 2H), 7.20 (d, J=8.8 Hz, 2H), 6.93 (d, J=8.8 Hz, 2H), 4.22 (dd, J=10.4, 3.6 Hz, 1H), 4.08 (m, 1H), 3.96 (s, 2H), 3.89 (m, 1H), 3.20 (m, 2H), 2.12 (m, 1H), 1.92 (m, 2H), 1.63 (m, 1H); LC/MS (APCI+) 99%, 351 (M+1, 100); HPLC 98.5%.

Sources & evidence

ORD record: ord-3b286c1afb77469fb1f5466617d8ffe5
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07402684B2

Reaction notes

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