(1-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl}cyclopropyl)methanol → HCID 178485567, compound

HRID 2279921Notes

Reaction equation

HRID 2279921 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([C:8](=[O:11])[NH:9][CH3:10])[C:5]([NH:12][C:13]2[C:18]([C:19]([F:22])([F:21])[F:20])=[CH:17][N:16]=[C:15]([NH:23][C:24]3[CH:55]=[CH:54][C:27]([CH2:28][CH2:29][CH2:30][CH2:31][PH:32](=[O:53])[O:33][CH2:34][C:35]([CH3:52])([CH3:51])[CH2:36][N:37]4[CH:41]=[C:40]([B:42]5[O:46][C:45]([CH3:48])([CH3:47])[C:44]([CH3:50])([CH3:49])[O:43]5)[CH:39]=[N:38]4)=[CH:26][C:25]=3[O:56][CH3:57])[N:14]=2)=[CH:4][CH:3]=1.CC1(C)C(C)(C)OB(C2C=NN(CC3(CO)CC3)C=2)O1>>[Br:1][C:2]1[N:7]=[C:6]([C:8](=[O:11])[NH:9][CH3:10])[C:5]([NH:12][C:13]2[C:18]([C:19]([F:22])([F:21])[F:20])=[CH:17][N:16]=[C:15]([NH:23][C:24]3[CH:55]=[CH:54][C:27]([CH2:28][CH2:29][CH2:30][CH2:31][PH:32](=[O:53])[O:33][CH2:34][C:35]4([CH2:36][N:37]5[CH:41]=[C:40]([B:42]6[O:46][C:45]([CH3:47])([CH3:48])[C:44]([CH3:49])([CH3:50])[O:43]6)[CH:39]=[N:38]5)[CH2:51][CH2:52]4)=[CH:26][C:25]=3[O:56][CH3:57])[N:14]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 67811260(1-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl}cyclopropyl)methanol2×HCID 178485568HCID 178485568, compound

Product 1

HCID 178485567HCID 178485567, compound

Procedure

Prepared analogously to Compound 74A replacing Compound 47B with (1-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl}cyclopropyl)methanol (Compound 63B). MS (ESI): m/z 877.90/879.86 [M+H]+. UPLC: tR=1.60 min (UPLC-SQD: analytical—2 min).

Workup

  1. customtR=1.60 min (UPLC-SQD: analytical—2 min)

Sources & evidence

ORD record
ord-8af6b144af06420999dd2568e0f9af2f
Source dataset
uspto-grants-2015_09
Patent number
US09133224B2

Reaction notes

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