Hydrochloric Acid → HCID 52919528, compound

HRID 1400122Notes

Reaction equation

HRID 1400122 reaction equation
C(OC([NH:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:11][C:10]=1[C:21](=O)[C:22]([N:24]1[CH2:32][C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25]1)=[O:23])=O)(C)(C)C.[F-].[Cs+].C[Si]([N:40]=[C:41]=[N:42][Si](C)(C)C)(C)C.Cl>C(#N)C.ClCCl>[NH2:40][C:41]1[N:42]=[C:21]([C:22]([N:24]2[CH2:25][C:26]3[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH2:32]2)=[O:23])[C:10]2[C:9](=[CH:14][CH:13]=[C:12]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH:11]=2)[N:8]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 25953Cesium fluorideHCID 70473Bis(trimethylsilyl)carbodiimideHCID 68227475HCID 68227475, compound

Product 1

HCID 52919528HCID 52919528, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Procedure

4.9 g of ethyl 2-[4-(tert-butoxycarbonylamino)-3-(2-isoindolin-2-yl-2-oxo-acetyl)phenyl]acetate are dissolved in 100 ml of acetonitrile under argon. 1.7 g of caesium fluoride are added, and 3 ml of bis(trimethylsilyl)carbodiimide are added dropwise to the solution over the course of 5 min. The mixture is stirred at room temperature for 15 min, and 20 ml of dichloromethane are then added. After addition of 20 ml of hydrochloric acid (1N), the product precipitates out as white solid.

Workup

  1. customthe product precipitates out as white solid

Sources & evidence

ORD record
ord-4117467704f148f2985c39a405842642
Source dataset
uspto-grants-2014_12
Patent number
US08906930B2

Reaction notes

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