Dimethylcarbamoyl Chloride → HCID 10194898, compound

HRID 1244706Notes

Reaction equation

HRID 1244706 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]([CH3:36])[C:33](Cl)=[O:34]>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:33]([N:32]([CH3:36])[CH3:31])=[O:34])=[O:13])[NH:18][C:17]=2[C:19]=1[Cl:23]

Participants

5

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 11314560HCID 11314560, compound

Product 1

HCID 10194898HCID 10194898, compoundYield 23%

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 dimethylcarbamoyl chloride (54 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 (50 mg, 23%) as a foam.

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-147b1a8deb5b47409d8862f06362d67a
Source dataset
uspto-grants-2006_10
Patent number
US07122567B2

Reaction notes

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