tert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate → HCID 117700609, compound

HRID 2284034Notes

Reaction equation

HRID 2284034 reaction equation
[N:1]1([CH2:5][CH2:6][N:7]2[CH:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[C:14]([C:19]([F:22])([F:21])[F:20])[CH:13]=3)[N:9]=[C:8]2[CH:23]2[CH2:28][CH2:27][N:26]([C:29]3[N:34]=[CH:33][N:32]=[C:31]([NH2:35])[C:30]=3[C:36]3[CH:37]=[N:38]N[CH:40]=3)[CH2:25][CH2:24]2)[CH2:4][CH2:3][CH2:2]1.N1C=CC(B(O)O)=[CH:42]1.CC1(C)C(C)(C)OB(C2C=NN(C(OC(C)(C)C)=O)C=2)O1>>[N:1]1([CH2:5][CH2:6][N:7]2[CH:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[C:14]([C:19]([F:20])([F:22])[F:21])[CH:13]=3)[N:9]=[C:8]2[CH:23]2[CH2:24][CH2:25][N:26]([C:29]3[N:34]=[CH:33][N:32]=[C:31]([NH2:35])[C:30]=3[C:36]3[CH:40]=[CH:42][NH:38][CH:37]=3)[CH2:27][CH2:28]2)[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 16217654tert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylateHCID 249017661H-Pyrrol-3-ylboronic acidHCID 89442459HCID 89442459, compound

Product 1

HCID 117700609HCID 117700609, compound

Procedure

The title compound was prepared in an analogous manner as 6-(4-(1-(2-(azetidin-1-yl)ethyl)-4-(4-fluoro-3-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)piperidin-1-yl)-5-(1H-pyrazol-4-yl)pyrimidin-4-amine of using (1H-pyrrol-3-yl)boronic acid instead tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate. LC-MS: (M+1=555, obsd.=555).

Sources & evidence

ORD record
ord-50636888d0a446d69f138fe0fc7f4c11
Source dataset
uspto-grants-2015_09
Patent number
US09145392B2

Reaction notes

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