3-Pyridinecarboxaldehyde → HCID 70214572, compound

HRID 429314Notes

Reaction equation

HRID 429314 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.[N:38]1[CH:43]=[CH:42][CH:41]=[C:40]([CH:44]=O)[CH:39]=1.C([BH3-])#N.[Na+]>>[CH3:21][C@@H:20]1[N:22]([C:23]2[N:28]=[C:27]([N:29]3[C:33]4[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=4[N:31]=[CH:30]3)[CH:26]=[CH:25][N:24]=2)[CH:44]([C:40]2[CH:39]=[N:38][CH:43]=[CH:42][CH:41]=2)[N:17]2[C@H:16]1[CH2:15][N:14]([C:12](=[O:13])[NH:11][C:1]1[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=1)[CH2:19][CH2:18]2

Participants

4

Reactant 3

HCID 103713-PyridinecarboxaldehydeHCID 5003444Sodium cyanoborohydrideHCID 20703610HCID 20703610, compound

Product 1

HCID 70214572HCID 70214572, compound

Procedure

The title compound was prepared from 2-[1-(4-(N-naphth-1-yl-carbamoyl) piperazin-2-yl)-ethylamino]-4-[benzimidazol-1-yl]pyrimidine (EXAMPLE 36, Step C; 18.2 mg), 3-pyridinecarboxaldehyde (23.7 mg), and sodium cyanoborohydride (4.6 mg) according to the procedure described in Example 14, Step G. Mass spectrum (ESI) 582.2 (M+1).

Sources & evidence

ORD record
ord-365f219afa564c63bea3d6b252d7f408
Source dataset
uspto-grants-2001_11
Patent number
US06316444B1

Reaction notes

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