HCID 117843711, compound → HCID 118185273, compound

HRID 928687Notes

Reaction equation

[C:1]([O:5][C:6]([O:8][CH2:9][C@H:10]1[CH2:15][N:14]([C:16]2[CH:21]=[CH:20][C:19]([N:22]([C:30]3[C:31]4[N:32]([CH:49]=[CH:50][N:51]=4)[CH:33]=[C:34]([Sn](CCCC)(CCCC)CCCC)[N:35]=3)[C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[CH:18][CH:17]=2)[CH2:13][CH2:12][O:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:52]([O:56][C:57]([N:59]([C:67]([O:69][C:70]([CH3:73])([CH3:72])[CH3:71])=[O:68])[C:60]1[CH:65]=[N:64][CH:63]=[C:62](Br)[N:61]=1)=[O:58])([CH3:55])([CH3:54])[CH3:53]>>[C:52]([O:56][C:57]([N:59]([C:67]([O:69][C:70]([CH3:73])([CH3:72])[CH3:71])=[O:68])[C:60]1[N:61]=[C:62]([C:34]2[N:35]=[C:30]([N:22]([C:19]3[CH:20]=[CH:21][C:16]([N:14]4[CH2:13][CH2:12][O:11][C@@H:10]([CH2:9][O:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:15]4)=[CH:17][CH:18]=3)[C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[C:31]3[N:32]([CH:49]=[CH:50][N:51]=3)[CH:33]=2)[CH:63]=[N:64][CH:65]=1)=[O:58])([CH3:55])([CH3:54])[CH3:53]

Participants

Reactant 2

HCID 117843711HCID 117843711, compound

HCID 131735063HCID 131735063, compound

Product 1

HCID 118185273HCID 118185273, compound

Procedure

(R)-tert-Butyl (4-(2-(((tert-butoxycarbonyl)oxy)methyl)morpholino)phenyl)(6-(tributylstannyl)imidazo[1,2-a]pyrazin-8-yl)carbamate XIX was reacted with 2-Bis(tert-butoxycarbonyl)amino-6-bromopyrazine XIV according to the analogous method of CHEMISTRY A as described in Example 2 to provide the desired compound (R)-tert-butyl (6-(6-(bis(tert-butoxycarbonyl)amino)pyrazin-2-yl)imidazo[1,2-a]pyrazin-8-yl)(4-(2-(((tert-butoxycarbonyl)oxy)methyl)morpholino)phenyl)carbamate XX.

Sources & evidence

ORD record: ord-7377bfbab1c545f1919e21951d0da29f
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09290505B2

Reaction notes

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