Trifluoroacetic acid → HCID 70157813, compound

HRID 989679Notes

Reaction equation

HRID 989679 reaction equation
Cl.[C:2]([C:4]1[CH:5]=[CH:6][C:7]2[N:13]([CH2:14][C:15]3C=NC=[CH:19][CH:20]=3)[CH2:12][C@@H:11]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:10]([S:28]([C:31]3[S:32][CH:33]=[CH:34][CH:35]=3)(=[O:30])=[O:29])[CH2:9][C:8]=2[CH:36]=1)#[N:3].[Cl:37]CCCC1OCCO1.FC(F)(F)C(O)=O.C([SiH](CC)CC)C>C(Cl)Cl>[C:2]([C:4]1[CH:5]=[CH:6][C:7]2[N:13]([CH2:14][CH2:15][CH2:20][CH2:19][Cl:37])[CH2:12][C@@H:11]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:10]([S:28]([C:31]3[S:32][CH:33]=[CH:34][CH:35]=3)(=[O:30])=[O:29])[CH2:9][C:8]=2[CH:36]=1)#[N:3]

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 5520722-(3-Chloropropyl)-1,3-dioxolaneHCID 131723534HCID 131723534, compound

Product 1

HCID 70157813HCID 70157813, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Compound B of Example 23 (410 mg, 1 mmol) dissolved in CH2Cl2 (10 mL) was added 2(chloropropyl)-1,3-dioxolane(0.53 mL, 4 mmol) followed by trifluoroacetic acid (10 mL) and triethylsilane (0.64 mL, 4 mmol). Stirring was continued for 1 hr and the solvent was removed under vacuum. The residue was neutralized with saturated aqueous Na2CO3, diluted with CH2Cl2, washed with brine and evaporated to a yellow solid (500 mg).

Workup

  1. customthe solvent was removed under vacuum
  2. additiondiluted with CH2Cl2
  3. washwashed with brine
  4. customevaporated to a yellow solid (500 mg)

Sources & evidence

ORD record
ord-a798f6c9bbff4202951e8b8570f54e99
Source dataset
uspto-grants-2002_10
Patent number
US06458783B1

Reaction notes

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