(1,1'-Biphenyl)-2-carboxaldehyde → HCID 71678172, compound

HRID 334270Notes

Reaction equation

HRID 334270 reaction equation
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)([CH3:3])[CH3:2].[C:17]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:18]([CH:23]=O)=[CH:19][CH:20]=[CH:21][CH:22]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].C1(C2C=CC=CC=2)C=CC=CC=1CN1CCN(C2C=CC=CC=2)CC1>>[C:17]1([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][N:14]1[CH2:15][CH2:16][N:11]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH:1]([CH3:3])[CH3:2])[CH2:12][CH2:13]1

Participants

5

Reactant 4

HCID 121052(1,1'-Biphenyl)-2-carboxaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 109440161-[2-(Propan-2-yloxy)phenyl]piperazineHCID 716025231-(Biphenyl-2-ylmethyl)-4-phenylpiperazine

Product 1

HCID 71678172HCID 71678172, compound

Procedure

108 mg of the target compound (0.28 mmol, 50.8%) was obtained using 1-(2-isopropoxyphenyl)piperazine (240 mg, 1.09 mmol), biphenyl-2-carbaldehyde (100 mg, 0.55 mmol) and NaBH(OAc)3 (355 mg, 1.65 mmol) according to the synthesis method of Compound 1.

Sources & evidence

ORD record
ord-bfaad5ef311743cdb24890b8c771deaa
Source dataset
uspto-grants-2014_11
Patent number
US08883796B2

Reaction notes

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