Diisopropylethylamine → HCID 86632583, compound

HRID 660685Notes

Reaction equation

HRID 660685 reaction equation
[OH:1][C:2](C(F)(F)F)=O.[NH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]2[S:21](=[O:23])(=[O:22])[N:20](CC[Si](C)(C)C)[C:19](=[O:30])[CH2:18]2)=[C:13]([O:31]CC2C=CC=CC=2)[CH:12]=1.C(N(C(C)C)CC)(C)C.ClC(Cl)(OC(=O)OC(Cl)(Cl)Cl)Cl>C(Cl)Cl>[OH:31][C:13]1[CH:12]=[C:11]([CH2:10][CH2:9][N:8]=[C:2]=[O:1])[CH:16]=[CH:15][C:14]=1[N:17]1[S:21](=[O:22])(=[O:23])[NH:20][C:19](=[O:30])[CH2:18]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 866325725-[4-(2-Aminoethyl)-2-benzyloxyphenyl]-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one TFA Salt

Product 1

HCID 86632583HCID 86632583, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 5-[4-(2-aminoethyl)-2-benzyloxyphenyl]-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one (0.266 g, 0.46 mmol) (Example 67, step A) and diisopropylethylamine (0.177 mL, 1.02 mmol) in a minimum amount of CH2Cl2 is added dropwise over a period of 30 min to triphosgene (0.051 g, 0.17 mmol) dissolved in CH2Cl2 (10 mL). This solution is used directly in the next step.

Sources & evidence

ORD record
ord-51ef9eab359641bda3497f3ec07f61a1
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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