Pyrrolidine → HCID 57860821, compound

HRID 644192Notes

Reaction equation

[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([CH3:40])([CH3:39])[CH2:11][O:12][C:13]1[CH:37]=[C:36](F)[CH:35]=[CH:34][C:14]=1[C:15]([NH:17][C:18]1[CH:33]=[CH:32][CH:31]=[CH:30][C:19]=1[C:20]([NH:22][C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][N:24]=1)=[O:21])=[O:16])=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH:41]1[CH2:45][CH2:44][CH2:43][CH2:42]1>>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([CH3:40])([CH3:39])[CH2:11][O:12][C:13]1[CH:37]=[C:36]([N:41]2[CH2:45][CH2:44][CH2:43][CH2:42]2)[CH:35]=[CH:34][C:14]=1[C:15]([NH:17][C:18]1[CH:33]=[CH:32][CH:31]=[CH:30][C:19]=1[C:20]([NH:22][C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][N:24]=1)=[O:21])=[O:16])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 31268Pyrrolidine

HCID 68533740HCID 68533740, compound

Product 1

HCID 57860821HCID 57860821, compoundYield 43%

Conditions

Temperature: 80 °C

Procedure

Using methods substantially equivalent to those described in Example 4-F, except that the reaction was heated to 80° C., 2-[2-(3-tert-butoxycarbonylamino-2,2-dimethyl-propoxy)-4-(pyrrolidin-1-yl)benzoylamino]-N-(5-chloropyridin-2-yl)benzamide (453 mg, 0.73 mmol, 43%) was prepared from 2-[2-(3-tert-butoxycarbonylamino-2,2-dimethyl-propoxy)-4-fluorobenzoylamino]-N-(5-chloropyridin-2-yl)benzamide and pyrrolidine.

Sources & evidence

ORD record: ord-2b98ae08f42a43fdb0f4441e443660a6
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700628B2

Reaction notes

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