HCID 58204096, compound → HCID 58203880, compound

HRID 1849004Notes

Reaction equation

HRID 1849004 reaction equation
Br[C:2]1[CH:23]=[CH:22][C:5]2[C:6]3[N:7]=[C:8]([C:14]4[N:15]([CH:19]([CH3:21])[CH3:20])[CH:16]=[CH:17][N:18]=4)[S:9][C:10]=3[CH2:11][CH2:12][O:13][C:4]=2[CH:3]=1.[O:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH:25]1[O:30][CH2:31][CH2:32][N:33]1[CH:37]=[C:36](B2OC(C)(C)C(C)(C)O2)[CH:35]=[N:34]1>>[CH:19]([N:15]1[CH:16]=[CH:17][N:18]=[C:14]1[C:8]1[S:9][C:10]2[CH2:11][CH2:12][O:13][C:4]3[CH:3]=[C:2]([C:36]4[CH:35]=[N:34][N:33]([CH2:32][CH2:31][O:30][CH:25]5[CH2:26][CH2:27][CH2:28][CH2:29][O:24]5)[CH:37]=4)[CH:23]=[CH:22][C:5]=3[C:6]=2[N:7]=1)([CH3:21])[CH3:20]

Participants

3

Reactant 2

HCID 58204096HCID 58204096, compoundHCID 593418191-[2-(oxan-2-yloxy)ethyl]-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Product 1

HCID 58203880HCID 58203880, compound

Procedure

8-Bromo-2-(1-isopropyl-1H-imidazol-2-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene and 1-[2-(Tetrahydro-pyran-2-yloxy)-ethyl]-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole were reacted under Suzuki conditions to give 2-(1-Isopropyl-1H-imidazol-2-yl)-8-{1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1H-pyrazol-4-yl}-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene. LCMS: RT=4.56 min, [M+H]+=506

Sources & evidence

ORD record
ord-8566a57502a245bcb5a63c4970f9f312
Source dataset
uspto-grants-2015_02
Patent number
US08952043B2

Reaction notes

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