Sodium cyanoborohydride → HCID 15982018, compound

HRID 1644376Notes

Reaction equation

HRID 1644376 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][N:10]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[O:13][CH2:12][C:11]2=[O:20])[CH2:4][CH2:3]1.[O:21]1[C:30]2[CH:29]=[C:28]([CH:31]=O)[N:27]=[CH:26][C:25]=2[O:24][CH2:23][CH2:22]1.C([BH3-])#N.[Na+]>>[O:21]1[C:30]2[CH:29]=[C:28]([CH2:31][NH:1][CH:2]3[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][N:10]4[C:15]5[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=5[O:13][CH2:12][C:11]4=[O:20])[CH2:4][CH2:3]3)[N:27]=[CH:26][C:25]=2[O:24][CH2:23][CH2:22]1

Participants

4

Reactant 3

HCID 5003444Sodium cyanoborohydrideHCID 218736682,3-Dihydro[1,4]dioxino[2,3-c]pyridine-7-carbaldehydeHCID 66775065HCID 66775065, compound2×

Product 1

HCID 15982018HCID 15982018, compound

Procedure

4-[2-(4-Aminopiperidin-1-yl)ethyl]-2H-1,4-benzoxazin-3(4H)-one (Intermediate 97), 2,3-dihydro[1,4]dioxino[2,3-c]pyridine-7-carbaldehyde (WO 2004/058144) and sodium cyanoborohydride were reacted as described for Example 21 to give the product as a off-white solid, 81 mg (16%).

Sources & evidence

ORD record
ord-6816e2a8136049e7b674a246897d9cd2
Source dataset
uspto-grants-2012_02
Patent number
US08124602B2

Reaction notes

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