2-(Dimethylamino)acetyl chloride hydrochloride → HCID 44548795, compound

HRID 707131Notes

Reaction equation

HRID 707131 reaction equation
OC(C(F)(F)F)=O.OC(C(F)(F)F)=O.[CH:15]12[O:22][CH:19]([CH2:20][CH2:21]1)[CH2:18][N:17]([C:23]1[N:28]=[C:27]([N:29]3[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]3)[N:26]=[C:25]([C:35]3[CH:40]=[CH:39][C:38]([NH:41][C:42]([NH:44][C:45]4[CH:50]=[CH:49][N:48]=[CH:47][CH:46]=4)=[O:43])=[CH:37][CH:36]=3)[N:24]=1)[CH2:16]2.Cl.[CH3:52][N:53]([CH2:55][C:56](Cl)=[O:57])[CH3:54]>ClCCl.C(N(CC)CC)C>[CH3:52][N:53]([CH3:54])[CH2:55][C:56]([N:32]1[CH2:33][CH2:34][N:29]([C:27]2[N:28]=[C:23]([N:17]3[CH2:16][CH:15]4[O:22][CH:19]([CH2:20][CH2:21]4)[CH2:18]3)[N:24]=[C:25]([C:35]3[CH:36]=[CH:37][C:38]([NH:41][C:42]([NH:44][C:45]4[CH:46]=[CH:47][N:48]=[CH:49][CH:50]=4)=[O:43])=[CH:39][CH:40]=3)[N:26]=2)[CH2:30][CH2:31]1)=[O:57]

Participants

5

Reactant 2

HCID 139949912-(Dimethylamino)acetyl chloride hydrochlorideHCID 130403997HCID 130403997, compound

Product 1

HCID 44548795HCID 44548795, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

1-(4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(piperazin-1-yl)-1,3,5-triazin-2-yl)phenyl)-3-(pyridin-4-yl)urea-2TFA (64 mg) in dichloromethane (4 mL) and triethylamine (1 mL) was treated with dimethylaminoacetyl chloride hydrochloride (100 mg). The mixture was heated with a heat gun, then concentrated to dryness and purified on HPLC to give the title compound as its di-TFA salt; MS (ES+) 573.3 (M+H)+.

Workup

  1. temperatureThe mixture was heated with a heat gun
  2. concentrationconcentrated to dryness
  3. custompurified on HPLC

Sources & evidence

ORD record
ord-5a2fd9a3e083488b93ff913d3f55b362
Source dataset
uspto-grants-2015_11
Patent number
US09174963B2

Reaction notes

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