Acetic Acid → HCID 131732130, compound

HRID 1399496Notes

Reaction equation

HRID 1399496 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](Cl)=[O:8].[NH2:10][CH2:11][CH2:12][S:13][C:14]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.CCN(C(C)C)C(C)C.CC(O)=O>C(Cl)Cl>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([NH:10][CH2:11][CH2:12][S:13][C:14]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:8]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 81531DiisopropylethylamineHCID 898486-Bromohexanoyl chlorideHCID 262764S-Tritylcysteamine

Product 1

HCID 131732130HCID 131732130, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

6-Bromohexanoyl chloride (46 μl, 0.31 mmol) was dissolved in 0.2 ml CH2Cl2 and added to a solution of H2N—CH2—CH2-STrt (100 mg, 0.28 mmol), DIEA (97 μl, 0.56 mmol) in CH2Cl2 (0.8 ml). The mixture was stirred for 2 h at RT. The reaction mixture was acidified with AcOH (50 μl) and the solvent was removed in vacuo. The residue was purified on silica gel (heptane/EtOAc=1:1) to obtain Br—(CH2)5—CONH—(CH2)2-STrt.

Workup

  1. customthe solvent was removed in vacuo
  2. customThe residue was purified on silica gel (heptane/EtOAc=1:1)

Sources & evidence

ORD record
ord-f08b58c8d7ca4af494e4b809841f58c8
Source dataset
uspto-grants-2014_12
Patent number
US08906847B2

Reaction notes

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