4-(Trifluoromethoxy)phenylboronic acid → HCID 86665183, compound

HRID 1912954Notes

Reaction equation

HRID 1912954 reaction equation
Br[C:2]1[C:3]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[N:4][N:5]2[CH:10]=[CH:9][CH:8]=[N:7][C:6]=12.[F:19][C:20]([F:32])([F:31])[O:21][C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1>>[F:19][C:20]([F:31])([F:32])[O:21][C:22]1[CH:27]=[CH:26][C:25]([C:2]2[C:3]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[N:4][N:5]3[CH:10]=[CH:9][CH:8]=[N:7][C:6]=23)=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 68749841Tert-butyl 3-bromopyrazolo[1,5-a]pyrimidin-2-ylcarbamate

Product 1

HCID 86665183HCID 86665183, compound

Procedure

The product from Example 148A and 4-trifluoromethoxyphenylboronic acid were processed using the method analogous to that described in example 110C to afford the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 9.52-9.54 (bs, 1H), 9.08 (dd, J=6.9, 1.7 Hz, 1H), 8.61 (dd, J=4.1, 1.7 Hz, 1H), 7.87-7.90 (m, 2H), 7.44-7.46 (m, 2H), 7.12 (dd, J=6.9, 4.1 Hz, 1H), 1.25 (s, 9H); MS (ESI) m/z 393 (M−H)−.

Sources & evidence

ORD record
ord-b251d0fa80c64a60a1221c58d877dac5
Source dataset
uspto-grants-2013_12
Patent number
US08609669B2

Reaction notes

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