Pyrrolidine → HCID 59639593, compound

HRID 2249836Notes

Reaction equation

[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.C[Al](C)C.[F:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[C:12]=1[N:18]1[C:23]2[N:24]=[C:25]([NH:36][CH2:37][C:38](OC)=[O:39])[N:26]=[C:27]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][C:29]=3[CH3:35])[C:22]=2[CH:21]=[CH:20][C:19]1=[O:42]>>[F:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[C:12]=1[N:18]1[C:23]2[N:24]=[C:25]([NH:36][CH2:37][C:38](=[O:39])[N:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)[N:26]=[C:27]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][C:29]=3[CH3:35])[C:22]=2[CH:21]=[CH:20][C:19]1=[O:42]

Participants

Reactant 3

HCID 31268Pyrrolidine

HCID 16682925Trimethylaluminum

HCID 59639612HCID 59639612, compound

Product 1

HCID 59639593HCID 59639593, compoundYield 48%

Procedure

Following the general procedure outlined in Example 193, pyrrolidine (0.18 mL, 2.2 mmol), trimethylaluminum (1.1 mL, 2.2 mmol) and the product of Example 190 (100 mg, 0.22 mmol) were reacted to give the desired product 52 mg (48%). LC-MS: 494.4 (MH+, m/z), 2.10 (Rt, min).

Sources & evidence

ORD record: ord-b9ffb51cbe6f4bf6b1824fc4c297d625
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07314881B2

Reaction notes

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