HCID 58203866, compound → HCID 67050607, compound

HRID 1849385Notes

Reaction equation

HRID 1849385 reaction equation
Br[C:2]1[CH:36]=[CH:35][C:5]2[C:6]3[N:7]=[C:8]([C:14]4[N:15]([CH:19]5[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][O:27][Si:28]([C:31]([CH3:34])([CH3:33])[CH3:32])([CH3:30])[CH3:29])[CH2:21][CH2:20]5)[N:16]=[CH:17][N:18]=4)[S:9][C:10]=3[CH2:11][CH2:12][O:13][C:4]=2[CH:3]=1.[CH3:37][C:38]([OH:55])([CH3:54])[CH2:39][N:40]1[CH:44]=[C:43](B2OC(C)(C)C(C)(C)O2)[CH:42]=[N:41]1>>[C:31]([Si:28]([CH3:29])([CH3:30])[O:27][CH2:26][CH2:25][N:22]1[CH2:21][CH2:20][CH:19]([N:15]2[C:14]([C:8]3[S:9][C:10]4[CH2:11][CH2:12][O:13][C:4]5[CH:3]=[C:2]([C:43]6[CH:42]=[N:41][N:40]([CH2:39][C:38]([CH3:54])([OH:55])[CH3:37])[CH:44]=6)[CH:36]=[CH:35][C:5]=5[C:6]=4[N:7]=3)=[N:18][CH:17]=[N:16]2)[CH2:24][CH2:23]1)([CH3:34])([CH3:32])[CH3:33]

Participants

3

Reactant 2

HCID 58203866HCID 58203866, compoundHCID 582041312-methyl-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propan-2-ol

Product 1

HCID 67050607HCID 67050607, compound

Procedure

Following the procedure for 114, 8-Bromo-2-(2-{1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-piperidin-4-yl}-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene was reacted with 2-methyl-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrazol-1-yl]-propan-2-ol to give 1-{4-[2-(2-{1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-piperidin-4-yl}-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulen-8-yl]-pyrazol-1-yl}-2-methyl-propan-2-ol. MS(ESI+) 650.3

Sources & evidence

ORD record
ord-5350cb0ef4f948fdbe78086279846a7d
Source dataset
uspto-grants-2015_02
Patent number
US08952043B2

Reaction notes

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