Carbon Tetrachloride → HCID 58148079, compound

HRID 1043827Notes

Reaction equation

HRID 1043827 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=O)[CH2:10][NH:11][C:12]([C:14]2[N:15]=[C:16]3[C:32]([Br:33])=[CH:31][C:30]([N:34]4[CH2:39][CH2:38][O:37][CH2:36][CH2:35]4)=[CH:29][N:17]3[C:18](=[O:28])[C:19]=2[O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:13])=[CH:4][CH:3]=1.C(Cl)(Cl)(Cl)Cl.C(N(CC)CC)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(#N)C>[CH2:21]([O:20][C:19]1[C:18](=[O:28])[N:17]2[CH:29]=[C:30]([N:34]3[CH2:35][CH2:36][O:37][CH2:38][CH2:39]3)[CH:31]=[C:32]([Br:33])[C:16]2=[N:15][C:14]=1[C:12]1[O:13][C:9]([CH2:8][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)=[CH:10][N:11]=1)[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

6

Reactant 4

HCID 5943Carbon TetrachlorideHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 66953351HCID 66953351, compound

Product 1

HCID 58148079HCID 58148079, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of the product of example 2 (140 mg, 0.23 mmol) in acetonitrile (2 ml), carbon tetrachloride (213 mg, 1.383 mmol), triethylamine (117 mg, 1.1584 mmol) and triphenylphosphine (302 mg, 1.151 mmol) were added successively at room temperature. The mixture was stirred for 3 hours. The product was purified by column chromatography (CH2Cl2/MeOH=150/1) to give the titled compound (25 mg, 20% yield).

Workup

  1. customThe product was purified by column chromatography (CH2Cl2/MeOH=150/1)

Sources & evidence

ORD record
ord-5066a3d9cc1e450bb4ce7b14cceeff84
Source dataset
uspto-grants-2013_10
Patent number
US08563562B2

Reaction notes

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