tert-Butyl isocyanate → HCID 10200267, compound

HRID 1828584Notes

Reaction equation

HRID 1828584 reaction equation
[C:1]([N:5]=[C:6]=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:16]=[CH:17][N:18](COCC[Si](C)(C)C)[C:19]=2[C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)=[CH:11][CH:10]=1>>[C:1]([NH:5][C:6]([C:17]1[NH:18][C:19]([C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)=[C:15]([C:12]2[CH:11]=[CH:10][C:9]([Cl:8])=[CH:14][CH:13]=2)[N:16]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 62412tert-Butyl isocyanateHCID 22066067HCID 22066067, compound

Product 1

HCID 10200267HCID 10200267, compound

Procedure

Using essentially the same procedure as Example 25, Step B–C, but using t-butyl isocyanate (0.016 mL, 0.14 mmol) in Step B, 4,5-di-(4-chlorophenyl)-1-(2-(trimethylsilyl)ethoxymethyl)imidazole (23 mg, 0.055 mmol) from Example 25, Step A was converted to the SEM intermediate and then to the title compound with TBAF. HPLC/MS: 388 (M+1), 390 (M+3); Rt=2.45 min.

Sources & evidence

ORD record
ord-db56f0e5d3a24d7798bde272e050251e
Source dataset
uspto-grants-2006_06
Patent number
US07057051B2

Reaction notes

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