Acetaldehyde → HCID 45486793, compound

HRID 429310Notes

Reaction equation

HRID 429310 reaction equation
[C:1]1([NH:11][C:12]([N:14]2[CH2:19][CH2:18][NH:17][C@H:16]([C@@H:20]([NH:22][C:23]3[N:28]=[C:27]([N:29]4[C:33]5[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=5[N:31]=[CH:30]4)[CH:26]=[CH:25][N:24]=3)[CH3:21])[CH2:15]2)=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH:38](=O)[CH3:39].C([BH3-])#N.[Na+]>>[CH2:38]([N:17]1[CH2:18][CH2:19][N:14]([C:12](=[O:13])[NH:11][C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=2)[CH2:15][C@H:16]1[C@@H:20]([NH:22][C:23]1[N:28]=[C:27]([N:29]2[C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=3[N:31]=[CH:30]2)[CH:26]=[CH:25][N:24]=1)[CH3:21])[CH3:39]

Participants

4

Reactant 3

HCID 177AcetaldehydeHCID 5003444Sodium cyanoborohydrideHCID 20703610HCID 20703610, compound

Product 1

HCID 45486793HCID 45486793, compound

Procedure

The title compound was prepared from (S,S)-2-[1-(4-(N-naphth-1-yl-carbamoyl)-piperazin-2-yi)-ethylamino]-4-[benzimidazol-1-yl]pyrimidine (EXAMPLE 36, Step C; 9 mg), acetaldehyde (5 mg), and sodium cyanoborohydride (2.3 mg) according to the procedure described in Example 14, Step G. Mass spectrum (ESI) 521.5 (M+1).

Sources & evidence

ORD record
ord-c7c91eff81be4050885e68c874009b15
Source dataset
uspto-grants-2001_11
Patent number
US06316444B1

Reaction notes

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