Sodium Hydroxide → HCID 86714676, compound

HRID 1409468Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:11]2[CH:15]=[CH:14][N:13]([CH2:16][C@@H:17]([NH:19][C:20]([C:22]3[N:23]=[C:24]([C:35]([O:37]CC)=[O:36])[N:25]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:34])([CH3:33])[CH3:32])[CH:26]=3)=[O:21])[CH3:18])[N:12]=2)[CH:5]=[C:6]([F:10])[C:7]=1[C:8]#[N:9].[OH-].[Na+]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:11]2[CH:15]=[CH:14][N:13]([CH2:16][C@@H:17]([NH:19][C:20]([C:22]3[N:23]=[C:24]([C:35]([OH:37])=[O:36])[N:25]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:32])([CH3:33])[CH3:34])[CH:26]=3)=[O:21])[CH3:18])[N:12]=2)[CH:5]=[C:6]([F:10])[C:7]=1[C:8]#[N:9]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 86714675HCID 86714675, compound

Product 1

HCID 86714676HCID 86714676, compound

Procedure

The title compound was prepared using the procedure described in Example 32(d) starting from (S)-ethyl 4-((1-(3-(3-chloro-4-cyano-5-fluorophenyl)-1H-pyrazol-1-yl)propan-2-yl)carbamoyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxylate (5.22 mmol, 3 g) and sodium hydroxide (7.83 mmol, 313 mg). Yield 1.49 g. LC-MS: [M+1]=547.28.

Sources & evidence

ORD record: ord-4f9587943d934f5c9906f94852e4c68e
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08921378B2

Reaction notes

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