Diethylene Glycol Monomethyl Ether → HCID 57807606, compound

HRID 2106561Notes

Reaction equation

HRID 2106561 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7]O.[O:9]=[C:10]1[N:16]([CH:17]2[CH2:22][CH2:21][N:20]([C:23]([O:25][C@H:26]([CH2:45][C:46]3[CH:51]=[C:50]([C:52]([F:55])([F:54])[F:53])[C:49]([NH2:56])=[C:48]([Cl:57])[CH:47]=3)[C:27]([N:29]3[CH2:34][CH2:33][N:32]([CH:35]4[CH2:40][CH2:39][N:38]([CH2:41][C:42]([OH:44])=[O:43])[CH2:37][CH2:36]4)[CH2:31][CH2:30]3)=[O:28])=[O:24])[CH2:19][CH2:18]2)[CH2:15][CH2:14][C:13]2[CH:58]=[CH:59][CH:60]=[CH:61][C:12]=2[NH:11]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C>[O:9]=[C:10]1[N:16]([CH:17]2[CH2:22][CH2:21][N:20]([C:23]([O:25][C@H:26]([CH2:45][C:46]3[CH:51]=[C:50]([C:52]([F:53])([F:55])[F:54])[C:49]([NH2:56])=[C:48]([Cl:57])[CH:47]=3)[C:27]([N:29]3[CH2:30][CH2:31][N:32]([CH:35]4[CH2:40][CH2:39][N:38]([CH2:41][C:42]([O:44][CH2:7][CH2:6][O:5][CH2:4][CH2:3][O:2][CH3:1])=[O:43])[CH2:37][CH2:36]4)[CH2:33][CH2:34]3)=[O:28])=[O:24])[CH2:19][CH2:18]2)[CH2:15][CH2:14][C:13]2[CH:58]=[CH:59][CH:60]=[CH:61][C:12]=2[NH:11]1

Participants

6

Reactant 4

HCID 8134Diethylene Glycol Monomethyl EtherHCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 57807709HCID 57807709, compound

Product 1

HCID 57807606HCID 57807606, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

13 μL (0.11 mmol) 2-(2-methoxy-ethoxy)-ethanol were added to a mixture of 75 mg (0.10 mmol) of (R)-1-(4-amino-3-chloro-5-trifluoromethyl-benzyl)-2-[4-(1-carboxymethyl-piperidin-4-yl)-piperazin-1-yl]-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate (Example 4.1), 35 mg (0.11 mmol) TBTU and 28 μL (0.20 mmol) triethylamine in 1 mL DMF and the reaction mixture was stirred for 1 h at RT. This was purified by HPLC without working up; the fractions containing the product were combined and lyophilised.

Workup

  1. customThis was purified by HPLC
  2. additionthe fractions containing the product

Sources & evidence

ORD record
ord-3bf847e727b149dc961a1cc579f5ad31
Source dataset
uspto-grants-2009_08
Patent number
US07579341B2

Reaction notes

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