1-Hydroxybenzotriazole → HCID 10317940, compound

HRID 490807Notes

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

Participants

Conditions

Temperature: 45 °C

Procedure

To a solution of 29.0 mg [3-(2,2-dimethylpropanoyl)-6-methoxy-1H-indazol-1-yl]acetic acid 1 mL DMF was added 23.0 mg HOBt, 22.5 mg 2-isopropylpyrroline hydrochloride, 38.3 mg EDC, and 64.6 mg DIEA in that order. The mixture was stirred heated at 45° C. for two hours and purified by RP-HPLC using 60-100% MeCN gradient. The pure product fractions were pooled and lyophilized to give the title compound. LC-MS: 4.05 min. (m/Z=386.4, 408.3).

Workup

custompurified by RP-HPLC using 60-100% MeCN gradient

Sources & evidence

ORD record: ord-624c922372ad4045b0187333c0e8bce1
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07528163B2

Reaction notes

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