Thiomorpholine → HCID 11785794, compound

HRID 2249860Notes

Reaction equation

[NH:1]1[CH2:6][CH2:5][S:4][CH2:3][CH2:2]1.C[Al](C)C.[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:13]=1[N:19]1[C:24]2[N:25]=[C:26]([NH:37][CH2:38][C:39](OC)=[O:40])[N:27]=[C:28]([C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][C:30]=3[CH3:36])[C:23]=2[CH:22]=[CH:21][C:20]1=[O:43]>>[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:13]=1[N:19]1[C:24]2[N:25]=[C:26]([NH:37][CH2:38][C:39](=[O:40])[N:1]3[CH2:6][CH2:5][S:4][CH2:3][CH2:2]3)[N:27]=[C:28]([C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][C:30]=3[CH3:36])[C:23]=2[CH:22]=[CH:21][C:20]1=[O:43]

Participants

Reactant 3

HCID 67164Thiomorpholine

HCID 16682925Trimethylaluminum

HCID 59639612HCID 59639612, compound

Product 1

HCID 11785794HCID 11785794, compoundYield 86.5%

Procedure

Following the general procedure outlined in Example 193, thiomorpholine (0.22 mL, 2.2 mmol), trimethylaluminum (1.1 mL, 2.2 mmol) and the product of Example 190 (200 mg, 0.44 mmol) were reacted to give the desired product 200 mg (86%). LC-MS: 526.0 (MH+, m/z), 2.07 (Rt, min).

Sources & evidence

ORD record: ord-8ee232dd74ff4f95946cf65ebcb6dd8d
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07314881B2

Reaction notes

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