1-Hydroxybenzotriazole → HCID 117966735, compound

HRID 712828Notes

Reaction equation

HRID 712828 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH:14]([C:15]([OH:17])=O)[CH2:13][CH:12]2[CH:10]([CH2:11]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:19][C:20]1([C:23]2[CH:32]=[CH:31][C:26]([C:27]([O:29][CH3:30])=[O:28])=[CH:25][CH:24]=2)[CH2:22][CH2:21]1.C1C=CC2N(O)N=NC=2C=1>O>[CH3:30][O:29][C:27]([C:26]1[CH:31]=[CH:32][C:23]([C:20]2([NH:19][C:15]([CH:14]3[CH2:13][CH:12]4[CH:10]([CH2:11]4)[CH2:9][N:8]3[C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[O:17])[CH2:21][CH2:22]2)=[CH:24][CH:25]=1)=[O:28]

Participants

5

Reactant 3

HCID 757711-HydroxybenzotriazoleHCID 66824369Methyl 4-(1-aminocyclopropyl)benzoate hydrochlorideHCID 71147218HCID 71147218, compound

Product 1

HCID 117966735HCID 117966735, compoundYield 94.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound (D69) (270 mg) was prepared according to the general procedure for amides preparation (Method A) starting from 3-(tert-butoxycarbonyl)-3-azabicyclo[4.1.0]heptane-4-carboxylic acid (D17) (200 mg) and methyl 4-(1-aminocyclopropyl)benzoate hydrochloride (157 mg). HOBT.H2O: 1.2 eq; Reaction time: 3 hrs.

Workup

  1. customReaction time
  2. custom3 hrs

Sources & evidence

ORD record
ord-adca6559329f455a8c2e02d7626672f9
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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