Triethylamine → HCID 88000078, compound

HRID 2084976Notes

Reaction equation

HRID 2084976 reaction equation
[C:1]([O:5][NH:6][C:7](=[O:28])[C@H:8]([NH:13][S:14]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]#[C:26][CH3:27])=[CH:19][CH:18]=1)(=[O:16])=[O:15])[CH2:9][CH2:10][CH2:11][NH2:12])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[S:36]1[CH:40]=[CH:39][CH:38]=[C:37]1[C:41](Cl)=[O:42]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH2:24]([O:23][C:20]1[CH:21]=[CH:22][C:17]([S:14]([NH:13][C@@H:8]([C:7]([NH:6][O:5][C:1]([CH3:2])([CH3:4])[CH3:3])=[O:28])[CH2:9][CH2:10][CH2:11][NH:12][C:41]([C:37]2[S:36][CH:40]=[CH:39][CH:38]=2)=[O:42])(=[O:16])=[O:15])=[CH:18][CH:19]=1)[C:25]#[C:26][CH3:27]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 789282-Thiophenecarbonyl chlorideHCID 88000886HCID 88000886, compound

Product 1

HCID 88000078HCID 88000078, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

The residue from Step B (102 mg, 0.25 mmol) was dissolved in DCM (2 mL). Triethylamine (104 uL, 0.75 mmol), DMAP (0.3 mg, 0.025 mmol) and thiophene-2-carbonyl chloride (55 mg, 0.37 mmol) were added. The reaction was shaken on an orbital shaker for 16 hours then concentrated to dryness.

Workup

  1. concentrationthen concentrated to dryness

Sources & evidence

ORD record
ord-c203fdb4d8454310ae5f001d0932adcc
Source dataset
uspto-grants-2004_04
Patent number
US06716833B2

Reaction notes

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