1-Hydroxybenzotriazole → HCID 9977517, compound

HRID 490810Notes

Reaction equation

[CH3:1][C:2]([CH3:21])([CH3:20])[C:3]([C:5]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH3:15])=[CH:11][CH:12]=2)[N:7]([CH2:16][C:17](O)=[O:18])[N:6]=1)=[O:4].C1C=CC2N(O)N=NC=2C=1.Cl.[CH2:33]([NH:35][CH2:36][C:37]([CH3:40])([CH3:39])[CH3:38])[CH3:34].CCN(C(C)C)C(C)C>CN(C=O)C.C(Cl)CCl>[CH3:21][C:2]([CH3:20])([CH3:1])[C:3]([C:5]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH3:15])=[CH:11][CH:12]=2)[N:7]([CH2:16][C:17]([N:35]([CH2:36][C:37]([CH3:40])([CH3:39])[CH3:38])[CH2:33][CH3:34])=[O:18])[N:6]=1)=[O:4]

Participants

Conditions

Temperature: 44 °C

Procedure

Weigh 8.7 mg [3-(2,2-dimethylpropanoyl)-6-methoxy-1H-indazol-1-yl]acetic acid, 7.7 mg HOBt, and 11.5 mg EDC into a 13×100 mm screw cap tube. Add 7.6 mg N-ethyl-2,2-dimethylpropan-1-amine hydrochloride followed by 0.5 mL DMF and 13.6 mg DIEA in that order. The mixture was stirred at 44° C. over night and purified by RP-HPLC using 50-100% MeCN gradient. The pure product fractions were pooled and lyophilized to give the title compound as white solid. LC-MS: 4.04 min. (m/Z=388.3, 410.3).

Workup

custompurified by RP-HPLC using 50-100% MeCN gradient

Sources & evidence

ORD record: ord-ffdfc4c2afdc4892aafbb9701ba5c36e
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07528163B2

Reaction notes

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