Methyl chloroformate → HCID 86599413, compound

HRID 1392196Notes

Reaction equation

HRID 1392196 reaction equation
[F:1][C:2]([F:31])([F:30])[O:3][C:4]1[CH:29]=[CH:28][C:7]([CH2:8][C@:9]23[CH2:16][C@H:15]([NH2:17])[CH2:14][N:13]2[C:12](=[O:18])[N:11]([C:19]2[CH:24]=[C:23]([Cl:25])[N:22]=[C:21]([Cl:26])[CH:20]=2)[C:10]3=[O:27])=[CH:6][CH:5]=1.CCN(C(C)C)C(C)C.Cl[C:42]([O:44][CH3:45])=[O:43]>C1COCC1>[F:31][C:2]([F:30])([F:1])[O:3][C:4]1[CH:29]=[CH:28][C:7]([CH2:8][C@:9]23[CH2:16][C@H:15]([NH:17][C:42]([O:44][CH3:45])=[O:43])[CH2:14][N:13]2[C:12](=[O:18])[N:11]([C:19]2[CH:24]=[C:23]([Cl:25])[N:22]=[C:21]([Cl:26])[CH:20]=2)[C:10]3=[O:27])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 86599414HCID 86599414, compound

Product 1

HCID 86599413HCID 86599413, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the compound from Example 63 (0.075 g) in THF (4 mL) was added DIEA (0.10 mL) and methyl chloroformate (0.020 mL). After 3 hours, the reaction was concentrated and purified by chromatography (silica gel; 98:2 CH2Cl2/methanol, Chromatotron) to afford the titled compound (0.0715 g): MS (m/z) 533 [MH+]. mp 119.8° C.

Workup

  1. concentrationthe reaction was concentrated
  2. custompurified by chromatography (silica gel; 98:2 CH2Cl2/methanol, Chromatotron)

Sources & evidence

ORD record
ord-4d27a44bda25495ca71257691d208e5d
Source dataset
uspto-grants-2008_03
Patent number
US07342012B2

Reaction notes

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