Acetic Anhydride → HCID 89933258, compound

HRID 1500878Notes

Reaction equation

[Cl:1][C:2]1[CH:29]=[CH:28][C:5]2[N:6]([CH:23]3[CH2:27][CH2:26][NH:25][CH2:24]3)[C:7]([CH2:9][N:10]3[C:14]4=[CH:15][N:16]=[CH:17][CH:18]=[C:13]4[C:12]([S:19]([CH3:22])(=[O:21])=[O:20])=[N:11]3)=[N:8][C:4]=2[CH:3]=1.[C:30]([O:34][C:35]([NH:37][CH2:38][C:39](O)=[O:40])=[O:36])([CH3:33])([CH3:32])[CH3:31].C(OC(=O)C)(=O)C>>[C:30]([O:34][C:35](=[O:36])[NH:37][CH2:38][C:39]([N:25]1[CH2:26][CH2:27][CH:23]([N:6]2[C:5]3[CH:28]=[CH:29][C:2]([Cl:1])=[CH:3][C:4]=3[N:8]=[C:7]2[CH2:9][N:10]2[C:14]3=[CH:15][N:16]=[CH:17][CH:18]=[C:13]3[C:12]([S:19]([CH3:22])(=[O:20])=[O:21])=[N:11]2)[CH2:24]1)=[O:40])([CH3:33])([CH3:31])[CH3:32]

Participants

Reactant 3

HCID 7918Acetic Anhydride

HCID 78288N-(tert-butoxycarbonyl)glycine

HCID 72950638HCID 72950638, compound

Product 1

HCID 89933258HCID 89933258, compound

Procedure

(2-{3-[5-Chloro-2-(3-methanesulfonyl-pyrazolo[3,4-c]pyridin-1-ylmethyl)-benzoimidazol-1-yl]-pyrrolidin-1-yl}-2-oxo-ethyl)-carbamic acid tert-butyl ester was prepared in analogy to Example 2-16 by using 1-((5-chloro-1-(pyrrolidin-3-yl)-1H-benzo[d]imidazol-2-yl)methyl)-3-(methylsulfonyl)-1H-pyrazolo[3,4-c]pyridine and 2-(tert-butoxycarbonylamino)acetic acid (14 mg) instead of 1-{[5-chloro-1-(pyrrolidin-3-yl)-1H-benzimidazol-2-yl]methyl}-3-(methylsulfonyl)-1H-pyrazolo[3,4-c]pyridine and acetic anhydride, MS obsd. (ESI+) [(M+H)+] 588.

Sources & evidence

ORD record: ord-71ca0586898f429296aa2a3961873a50
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09206191B2

Reaction notes

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