1,2-Dichloroethane → HCID 86690952, compound

HRID 714747Notes

Reaction equation

HRID 714747 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][C@H:14]([OH:19])[C:15]([F:18])([F:17])[F:16])[C:11](=[O:20])[N:10]([CH2:21][C:22]3[CH:27]=[C:26]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=4[C:34]([F:37])([F:36])[F:35])[C:25]([C:38](O)=[O:39])=[CH:24][CH:23]=3)[N:9]=2)=[CH:4][CH:3]=1.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl.[CH3:55][C:56]([NH2:59])([CH3:58])[CH3:57].Cl>CN(C=O)C>[C:56]([NH:59][C:38]([C:25]1[C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[C:34]([F:36])([F:37])[F:35])=[CH:27][C:22]([CH2:21][N:10]2[C:11](=[O:20])[N:12]([CH2:13][C@H:14]([OH:19])[C:15]([F:17])([F:18])[F:16])[C:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)=[N:9]2)=[CH:23][CH:24]=1)=[O:39])([CH3:58])([CH3:57])[CH3:55]

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 313Hydrochloric AcidHCID 6385Tert-ButylamineHCID 757711-HydroxybenzotriazoleHCID 86690950HCID 86690950, compound

Product 1

HCID 86690952HCID 86690952, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

30 mg (0.05 mmol) of the compound from Example 141 were initially charged in 0.75 ml of DMF, and 9 mg (0.074 mmol) of HOBt and 13 mg (0.07 mmol) of EDC were added. After 10 min of stirring at RT, 6 μl (0.06 mmol) of 2-methylpropane-2-amine were added, and the mixture was stirred at RT for 16 h. 50 μl of 1 N hydrochloric acid were then added, and the mixture was directly purified chromatographically [Method 19]. This gave 8.2 mg (24% of theory) of the target compound.

Workup

  1. stirringthe mixture was stirred at RT for 16 h
  2. customthe mixture was directly purified chromatographically [Method 19]

Sources & evidence

ORD record
ord-d23ac6fbbcb1423c84d29494a93ada5c
Source dataset
uspto-grants-2015_11
Patent number
US09187466B2

Reaction notes

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