Triethylamine → HCID 10289049, compound

HRID 1244707Notes

Reaction equation

HRID 1244707 reaction equation
[NH2:1][C@H:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][C@@H:3]1[NH:11][C:12]([C:14]1[NH:18][C:17]2[C:19]([Cl:23])=[C:20]([Cl:22])[S:21][C:16]=2[CH:15]=1)=[O:13].CCN(CC)CC.[CH3:31][N:32]1[CH2:37][CH2:36][N:35]([C:38](Cl)=[O:39])[CH2:34][CH2:33]1>C(Cl)Cl>[Cl:22][C:20]1[S:21][C:16]2[CH:15]=[C:14]([C:12]([NH:11][C@H:3]3[CH2:4][C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[C@@H:2]3[NH:1][C:38]([N:35]3[CH2:36][CH2:37][N:32]([CH3:31])[CH2:33][CH2:34]3)=[O:39])=[O:13])[NH:18][C:17]=2[C:19]=1[Cl:23]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 30169354-Methyl-1-piperazinecarbonyl chlorideHCID 11314560HCID 11314560, compound

Product 1

HCID 10289049HCID 10289049, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of N-[(1S,2S)-1-amino-2,3-dihydro-1H-inden-2-yl]-2,3-dichloro-4H-thieno[3,2-b]pyrrole-5-carboxamide (Method 9, 240 mg, 0.5 mmol) and Et3N (101 mg, 1.0 mmol) in DCM (4 mL) was added a solution of 4-methyl-1-piperazine carbonyl chloride (100 mg, 0.5 mmol) in DCM (1 mL). The reaction was stirred at ambient temperature for 2 hours, washed with saturated NaHCO3 (1 mL), water (1 mL), brine (1 mL) and dried (MgSO4). The volatiles were removed by evaporation under reduced pressure to give the title compound (110 mg, 45%) as a foam. MS m/z (M−H)− 491.

Workup

  1. washwashed with saturated NaHCO3 (1 mL), water (1 mL), brine (1 mL)
  2. dry with materialdried (MgSO4)
  3. customThe volatiles were removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-46c06a94e92b404cb31cf01b3c949eb3
Source dataset
uspto-grants-2006_10
Patent number
US07122567B2

Reaction notes

Loading…