HCID 67034022, compound → HCID 67034597, compound

HRID 539081Notes

Reaction equation

Br[C:2]1[CH:3]=[N:4][N:5]2[CH:10]=[CH:9][C:8]([N:11]3[C@H:15]4[CH2:16][CH2:17][CH2:18][CH2:19][C@H:14]4[O:13][C:12]3=[O:20])=[N:7][C:6]=12.[F:21][C:22]1[CH:27]=[C:26](B2OC(C)(C)C(C)(C)O2)[CH:25]=[CH:24][C:23]=1[C:37]1[N:41]([CH2:42][O:43][CH2:44][CH2:45][Si:46]([CH3:49])([CH3:48])[CH3:47])[N:40]=[CH:39][N:38]=1>>[F:21][C:22]1[CH:27]=[C:26]([C:2]2[CH:3]=[N:4][N:5]3[CH:10]=[CH:9][C:8]([N:11]4[C@H:15]5[CH2:16][CH2:17][CH2:18][CH2:19][C@H:14]5[O:13][C:12]4=[O:20])=[N:7][C:6]=23)[CH:25]=[CH:24][C:23]=1[C:37]1[N:41]([CH2:42][O:43][CH2:44][CH2:45][Si:46]([CH3:49])([CH3:48])[CH3:47])[N:40]=[CH:39][N:38]=1

Participants

Reactant 2

HCID 67034022HCID 67034022, compound

HCID 67035084HCID 67035084, compound

Product 1

HCID 67034597HCID 67034597, compoundYield 52%

Procedure

(3aS,7aR)-3-(3-(3-fluoro-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-5-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)hexahydrobenzo[d]oxazol-2(3H)-one (17 mg, 52%) was prepared by the procedure described in Example 1, Step 8, using (3aS,7aR)-3-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)hexahydrobenzo[d]oxazol-2(3H)-one and 5-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazole.

Sources & evidence

ORD record: ord-3cc41e84c02049179afd2e0ba1e7aec9
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08865726B2

Reaction notes

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