Boron Trichloride → HCID 90271181, compound

HRID 1478848Notes

Reaction equation

HRID 1478848 reaction equation
C([O:5][C:6](=[O:43])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][CH:14]([NH:28][C:29]([C:31]2[CH:32]=[C:33]3[C:38](=[CH:39][CH:40]=2)[N:37]=[CH:36][CH:35]=[CH:34]3)=[O:30])[B:15]2[O:23]C3C(C)(C4CC(C3)C4(C)C)[O:16]2)[C:8]=1OC)(C)(C)C.B(Cl)(Cl)Cl>>[OH:16][B:15]1[CH:14]([NH:28][C:29]([C:31]2[CH:40]=[C:39]3[C:38](=[CH:33][CH:32]=2)[N:37]=[CH:36][CH:35]=[CH:34]3)=[O:30])[CH2:13][C:9]2[C:8](=[C:7]([C:6]([OH:5])=[O:43])[CH:12]=[CH:11][CH:10]=2)[O:23]1

Participants

3

Reactant 2

HCID 25135Boron TrichlorideHCID 90271342HCID 90271342, compound

Product 1

HCID 90271181HCID 90271181, compound

Procedure

Prepared from 2-Methoxy-3-[2-[(quinoline-6-carbonyl)-amino]-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-ethyl]-benzoic acid tert-butyl ester and BCl3 following the procedure described in Step 2 of Example 3. The crude product was purified by reverse phase preparative HPLC and dried using lyophilization. ESI-MS m/z 363.0 (MH)+.

Workup

  1. customThe crude product was purified by reverse phase preparative HPLC
  2. customdried

Sources & evidence

ORD record
ord-be5cf408eb3a414b954154f9a38a5a5a
Source dataset
uspto-grants-2016_08
Patent number
US09403850B2

Reaction notes

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