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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848754Generated: October 29, 2026

Lithium Hexamethyldisilazide → HCID 90410491, compound

https://huagongshe.com/reaction/1848754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant3,3-Difluoroazetidine hydrochlorideHCID 2758247—
ReactantHCID 86268284HCID 86268284—
ProductHCID 90410491HCID 90410491—

Reaction Steps

The title compound was prepared in a manner analogous to that in Example 152 substituting (1R*,2S*)-2-(1-(4-bromobenzyl)-6-((5-methylpyridin-2-yl)methoxy)-1H-benzo[d]imidazol-2-yl)cyclohexanecarboxylic acid, 3,3-difluoroazetidine hydrochloride (4 eq), and 5 eq LiHMDS. MS (ESI): mass calcd. for C31H32F2N4O3, 546.24; m/z found, 547.2 [M+H]+. 1H NMR (500 MHz, DMSO-d6) δ 7.51 (s, 1H), 6.82 (d, J=7.9, 1H), 6.73 (d, J=8.8, 1H), 6.61 (d, J=7.9, 1H), 6.23-6.03 (m, 4H), 5.68 (d, J=8.4, 2H), 4.57 (q, J=16.7, 2H), 4.29 (s, 2H), 3.36 (t, J=11.9, 4H), 2.80-2.70 (m, 1H), 2.10-2.00 (m, 1H), 1.61-1.46 (m, 4H), 1.21-1.13 (m, 1H), 1.12-0.86 (m, 4H), 0.75-0.55 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952177B2
Source datasetuspto-grants-2015_02
ORD IDord-5cfc2cef02f3457684242e8b3775f404
Source noteuspto-grants-2015_02