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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1602721Generated: October 30, 2026

1-Hydroxybenzotriazole → HCID 19610530, compound

https://huagongshe.com/reaction/1602721

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
ReactantHCID 19610507HCID 19610507—
ReactantHCID 19610547HCID 19610547—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductHCID 19610530HCID 19610530—

Reaction Steps

In a similar manner to Example 9, starting material step (b), the product of step (a) (440 mg), 10% Pd on C (100 mg) and methanol (40 ml) were hydrogenolysed. A mixture of the oily residue so obtained, the product of Example 2, starting material step (c) (470 mg), HBTU (460 mg), HOBT (190 mg), diisopropylethylamine (0.63 ml) and DMF (3 ml) was reacted to give a residue which was purified by column chromatography on silica, eluting with ethyl acetate/hexane, 3:2, to give t-butyl 4-[2-methyl-3-(4-t-butoxycarbonylaminomethylbenzoyl)-carbazoyl]-2-(t-butoxycarbonylmethoxy)phenoxyacetate (380 mg) as a glass; NMR (DMSO-d6) 1.33 (9H, s), 1.38 (9H, s), 1.43 (9H, s), 3.20 (3H, s), 4.13 (2H, d), 4.59 (2H, s), 4.67 (2H, s), 6.83 (1H, d), 7.13 (2H, m), 7.28 (2H, d), 7.62 (2H, d), 7.40 (1H, t), 10.98 (1H, s); Mass Spectrum m/Z 666 (M+Na)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05981531
Source datasetuspto-grants-1999_11
ORD IDord-680ad04203b8447b84246351988774f7
Source noteuspto-grants-1999_11