Ammonia → HCID 23541921, compound

HRID 1793507Notes

Reaction equation

HRID 1793507 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:8]3=[C:9]([CH2:11][CH2:12][N:7]3[C@@H:6]3[CH2:13][CH2:14][N:15]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:16][C@H:5]23)[CH:10]=1.[Cl:24][C:25]1[CH:30]=[C:29]([Cl:31])[CH:28]=[CH:27][C:26]=1B(O)O.N>>[Cl:24][C:25]1[CH:30]=[C:29]([Cl:31])[CH:28]=[CH:27][C:26]=1[C:2]1[CH:3]=[C:4]2[C:8]3=[C:9]([CH2:11][CH2:12][N:7]3[C@@H:6]3[CH2:13][CH2:14][N:15]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:16][C@H:5]23)[CH:10]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 2734659(2,4-Dichlorophenyl)boronic acidHCID 23541998HCID 23541998, compound

Product 1

HCID 23541921HCID 23541921, compoundYield 50.2%

Procedure

The title compound (55.9 mg, 50%) was prepared by the method of Example 89 Step C from tert-butyl(±)-cis-2-bromo-4,5,7,8,10,10a-hexahydropyrido[4,3-b]pyrrolo[3,2,1-hi]indole-9(6aH)-carboxylate (94 mg, 0.25 mmol) and 2,4-dichlorophenylboronic acid (95 mg, 0.5 mmol) as a white amorphous solid. MS (CI, NH3): 445 (base, M+H).

Sources & evidence

ORD record
ord-3906d4768b0348d3bb01ecfa3913aa58
Source dataset
uspto-grants-2006_07
Patent number
US07081455B2

Reaction notes

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